Highly efficient indium-catalyzed chemoselective allylation–etherification and reductive etherification of aromatic aldehydes with functional silanes

[1]  J. Uziel,et al.  Recent Advances in Indium-Promoted Organic Reactions , 2007 .

[2]  E. Nakamura,et al.  Indium-catalyzed 2-alkenylation of 1,3-dicarbonyl compounds with unactivated alkynes. , 2007, Journal of the American Chemical Society.

[3]  R. Hayashi,et al.  Remarkably mild and efficient intramolecular Friedel-Crafts cyclization catalyzed by In(III). , 2007, Organic letters.

[4]  S. Maiti,et al.  Advances in indium triflate catalyzed organic syntheses , 2007 .

[5]  Lei Yang,et al.  Efficient catalytic aza-michael additions of carbamates to enones : Revisited dual activation of hard nucleophiles and soft electrophiles by InCl3/TMSCl catalyst system , 2007 .

[6]  S. Matsunaga,et al.  Ligand accelerated indium(III)-catalyzed asymmetric alkynylation of aldehydes with 2-methyl-3-butyn-2-ol as an ethyne equivalent donor. , 2007, Chemical communications.

[7]  T. Oriyama,et al.  Iron(III) chloride-catalyzed reductive etherification of carbonyl compounds with alcohols , 2007 .

[8]  A. Corma,et al.  A general method for the preparation of ethers using water-resistant solid lewis acids. , 2007, Angewandte Chemie.

[9]  M. Weïwer,et al.  Regioselective indium(III) trifluoromethanesulfonate-catalyzed hydrothiolation of non-activated olefins. , 2006, Chemical communications.

[10]  T. Rovis,et al.  A Sakurai-Prins-Ritter sequence for the three-component diastereoselective synthesis of 4-amino tetrahydropyrans. , 2006, Journal of the American Chemical Society.

[11]  Jean-Marc Plancher,et al.  Stereoselective synthesis of methyl monate C. , 2006, Organic letters.

[12]  M. Yasuda,et al.  Direct coupling reaction between alcohols and silyl compounds: enhancement of Lewis acidity of Me3SiBr using InCl3. , 2006, The Journal of organic chemistry.

[13]  M. Paixão,et al.  Efficient synthesis of diorganyl selenides via cleavage of Se–Se bond of diselenides by indium(III) catalyst and zinc , 2006 .

[14]  F. Piccinelli,et al.  A practical synthetic route to functionalized THBCs and oxygenated analogues via intramolecular Friedel-Crafts reactions. , 2006, Organic & biomolecular chemistry.

[15]  S. Sakaguchi,et al.  One-Pot Synthesis of γ,δ-Unsaturated Carbonyl Compounds from Allyl Alcohols and Vinyl or Isopropenyl Acetates Catalyzed by [IrCl(cod)]2 , 2006 .

[16]  B. Ranu,et al.  Indium Triflate Catalyzed Rearrangement of Aryl‐Substituted Cyclopropyl Carbinols to 1,4‐Disubstituted 1,3‐Butadienes , 2006 .

[17]  T. Loh,et al.  Catalytic enantioselective Mukaiyama aldol reaction via a chiral indium(III)-pybox complex , 2006 .

[18]  B. Losiewicz,et al.  Photochemical, Electrochemical and Enzymatic Methods for Ether‐Bond Cleavage , 2006 .

[19]  Takuya Kumamoto,et al.  Highly diastereoselective silyl-modified sakurai multicomponent reaction. , 2006, Angewandte Chemie.

[20]  R. Carlson,et al.  Lewis Acid Catalyzed Conjugate Addition and the Formation of Heterocycles using Michael Acceptors under Solvent‐Free Conditions , 2006 .

[21]  K. Woerpel,et al.  Stereoselective C-glycosylation reactions of pyranoses: the conformational preference and reactions of the mannosyl cation. , 2006, The Journal of organic chemistry.

[22]  T. Konakahara,et al.  InBr3-catalyzed intramolecular cyclization of 2-alkynylanilines leading to polysubstituted indole and its application to one-pot synthesis of an amino acid precursor , 2006 .

[23]  Chao‐Jun Li,et al.  Synthesis of aryl-substituted 1,4-benzoquinone via water-promoted and in(OTf)3-catalyzed in situ conjugate addition-dehydrogenation of aromatic compounds to 1,4-benzoquinone in water , 2006 .

[24]  Hisashi Yamamoto,et al.  Silver-catalyzed asymmetric Sakurai-Hosomi allylation of ketones. , 2005, Journal of the American Chemical Society.

[25]  Minoru Izumi,et al.  Chlorotrimethylsilane as a Mild and Effective Source of Acid Catalyst in Reductive Benzylation , 2005 .

[26]  A. Maderna,et al.  Microwave-assisted allylation of acetals with allyltrimethylsilane in the presence of CuBr. , 2004, The Journal of organic chemistry.

[27]  S. Chandrasekhar,et al.  Reductive etherification of carbonyl compounds with alkyl trimethylsilylethers using polymethylhydrosiloxane (PMHS) and catalytic B(C6F5)3 , 2004 .

[28]  A. Maderna,et al.  Allylation of acetals and ketals with allyltrimethylsilane catalyzed by the mixed Lewis acid system AlBr3/CuBr , 2004 .

[29]  C. Xia,et al.  Transition‐Metal‐Based Lewis Acid Catalysis of Aza‐Type Michael Additions of Amines to α,β‐Unsaturated Electrophiles in Water , 2004 .

[30]  S. Yamasaki,et al.  Indium-catalyzed direct chlorination of alcohols using chlorodimethylsilane-benzil as a selective and mild system. , 2004, Journal of the American Chemical Society.

[31]  V. Nair,et al.  Indium- and gallium-mediated carbon-carbon bond-forming reactions in organic synthesis , 2004 .

[32]  S. Hung,et al.  Cu(OTf)2-catalyzed Et3SiH-reductive etherification of various carbonyl compounds with trimethylsilyl ethers , 2003 .

[33]  C. Xia,et al.  An efficient and inexpensive catalyst system for the aza-Michael reactions of enones with carbamates. , 2003, Chemical communications.

[34]  K. Manabe,et al.  Mechanistic studies on the catalytic cycle of metal fluoride-catalyzed allylation using allyltrimethoxysilane in protic solvents. , 2003, The Journal of organic chemistry.

[35]  T. Oriyama,et al.  Iron(III) chloride-catalyzed convenient one-pot synthesis of homoallyl benzyl ethers starting from aldehydes. , 2003, Organic letters.

[36]  P. Perlmutter,et al.  The indium(III) chloride-catalysed hydrolysis and in situ Mukaiyama-type reaction of arylmethyl ketone derived silyl enol ethers under solvent-free conditions , 2003 .

[37]  J. Podlech,et al.  Indium in Organic Synthesis , 2003 .

[38]  M. Yasuda,et al.  Direct conversion of carbonyl compounds into organic halides: indium(III) hydroxide-catalyzed deoxygenative halogenation using chlorodimethylsilane. , 2002, Journal of the American Chemical Society.

[39]  M. Yasuda,et al.  Remarkable enhancement of Lewis acidity of chlorosilane by the combined use of indium(III) chloride , 2002 .

[40]  K. Prasad,et al.  In-situ generation of Et3SiBr from BiBr3 and Et3SiH and its use in preparation of dialkyl ethers , 2002 .

[41]  R. Mohan,et al.  Bismuth triflate catalyzed allylation of acetals: a simple and mild method for synthesis of homoallyl ethers , 2002 .

[42]  N. Miyoshi,et al.  Bismuth Trichloride Catalyzed Efficient Reductive Etherification of Carbonyl Compounds with Alcohols : A Novel Method for Preparation of Symmetrical and Unsymmetrical Ethers , 2002 .

[43]  M. Yasuda,et al.  Direct reduction of alcohols: highly chemoselective reducing system for secondary or tertiary alcohols using chlorodiphenylsilane with a catalytic amount of indium trichloride. , 2001, The Journal of organic chemistry.

[44]  B. Ranu.  Indium Metal and Its Halides in Organic Synthesis , 2000 .

[45]  Chao-Jun Li,et al.  Organic syntheses using indium-mediated and catalyzed reactions in aqueous media , 1999 .

[46]  N. Komatsu,et al.  Bismuth bromide-catalyzed reductive coupling of carbonyl compounds and its application to the synthesis of novel crownophanes , 1997 .

[47]  P. Cintas.  Synthetic Organoindium Chemistry: What Makes Indium so Appealing? , 1995 .

[48]  M. Nishizawa,et al.  Efficient reductive etherification of carbonyl compounds with alkoxytrimethylsilanes , 1994 .

[49]  H. Mayr,et al.  Liquid Sulfur Dioxide as a Lewis‐Acidic Solvent for the Alkylation and Alkoxyalkylation of Allylsilanes , 1994 .

[50]  I. Markó,et al.  The silyl modified sakurai (SMS) reaction. An efficient and versatile one-pot synthesis of homoallylic ethers , 1991 .

[51]  T. Nishimura,et al.  An effective activation of O-trimethylsilyl monothioacetal under extremely mild conditions using a novel catalyst system, trimethylsilyl chloride and indium(III) chloride , 1990 .

[52]  K. Nicolaou,et al.  Synthetic studies on the dioxepane region of brevetoxin B. New synthetic technology for the construction of oxepanes and synthesis of a model for the CDEF ring skeleton of brevetoxin B , 1989 .

[53]  G. Olah,et al.  General ether synthesis under mild acid-free conditions. Trimethylsilyl iodide catalyzed reductive coupling of carbonyl compounds with trialkylsilanes to symmetrical ethers and reductive condensation with alkoxysilanes to unsymmetrical ethers , 1987 .

[54]  J. Kato,et al.  A novel method for the preparation of symmetrical and unsymmetrical ethers. Trityl perchlorate promoted reduction of carbonyl compounds with triethylsilane. , 1985 .

[55]  L. Paquette,et al.  SILANES IN ORGANIC SYNTHESIS. 19. EXAMINATION OF (-)-α-NAPHTHYLPHENYLMETHYLALLYLSILANE AS A TEMPLATE FOR EFFECTING CHIRALITY TRANSFER FROM SILICON TO CARBON , 1984 .

[56]  L. Paquette,et al.  Examination of (-)-α-naphthylphenylmethylallylsilane as a template for effecting chirality transfer from silicon to carbon , 1983 .

[57]  P. Hodge,et al.  Protective groups in organic synthesis , 1981 .

[58]  A. Hosomi,et al.  SELECTIVE ALLYLATIONS OF α,β-UNSATURATED ACETALS WITH ALLYLSILANES IN THE PRESENCE OF LEWIS ACID , 1978 .

[59]  A. Hosomi,et al.  ALLYLSILANES AS SYNTHETIC INTERMEDIATES. II. SYNTHESES OF HOMOALLYL ETHERS FROM ALLYLSILANES AND ACETALS PROMOTED BY TITANIUM TETRACHLORIDE , 1976 .

[60]  R. Masuda,et al.  ELECTROPHILIC SUBSTITUTIONS OF OLEFINIC HYDROGENS II. ACYLATION OF VINYL ETHERS AND N-VINYL AMIDES , 1976 .

[61]  M. Doyle,et al.  Silane reductions in acidic media. I. Reduction of aldehydes and ketones in alcoholic acidic media. General synthesis of ethers , 1972 .