Stereoselective synthesis of carane-based chiral β- and γ-amino acid derivatives via conjugate addition

[1]  A. Mortreux,et al.  Chiral ligands derived from monoterpenes: application in the synthesis of optically pure secondary alcohols via asymmetric catalysis. , 2015, Chemistry.

[2]  F. Fülöp,et al.  Stereoselective synthesis of perillaldehyde-based chiral β-amino acid derivatives through conjugate addition of lithium amides , 2014, Beilstein journal of organic chemistry.

[3]  F. Fülöp,et al.  Synthesis of carbocyclic and heterocyclic β-aminocarboxylic acids. , 2014, Chemical reviews.

[4]  F. Fülöp,et al.  Recent lipase-catalyzed hydrolytic approaches to pharmacologically important β- and γ-amino acids. , 2012, Current medicinal chemistry.

[5]  J. E. Thomson,et al.  The conjugate addition of enantiomerically pure lithium amides as chiral ammonia equivalents part II: 2005−2011 , 2012 .

[6]  F. Fülöp,et al.  Self-association-driven transition of the β-peptidic H12 helix to the H18 helix. , 2012, Organic & biomolecular chemistry.

[7]  F. Fülöp,et al.  Peptidic foldamers: ramping up diversity. , 2012, Chemical Society reviews.

[8]  George M. Sheldrick,et al.  ShelXle: a Qt graphical user interface for SHELXL , 2011, Journal of applied crystallography.

[9]  C. Kouklovsky,et al.  Foldamers containing γ-amino acid residues or their analogues: structural features and applications , 2011, Amino Acids.

[10]  F. Fülöp,et al.  Monoterpene-based chiral β-amino acid derivatives prepared from natural sources: syntheses and applications , 2011, Amino Acids.

[11]  J. E. Thomson,et al.  Asymmetric syntheses of (+)-negamycin, (+)-3-epi-negamycin and sperabillin C via lithium amide conjugate addition , 2011 .

[12]  F. Fülöp,et al.  Stereoselective synthesis of pinane-based β- and γ-amino acids via conjugate addition of lithium amides and nitromethane , 2010 .

[13]  R. Guillot,et al.  12-Helix folding of cyclobutane beta-amino acid oligomers. , 2010, Organic letters.

[14]  J. Magano,et al.  Diastereoselective, large scale synthesis of β-amino acids via asymmetric enamide hydrogenation as α2δ ligands for the treatment of generalized anxiety disorder and insomnia , 2009 .

[15]  V. Branchadell,et al.  Synthesis and structural study of novel dimethylcyclobutyl β-peptides , 2009 .

[16]  Richard J. Gildea,et al.  OLEX2: a complete structure solution, refinement and analysis program , 2009 .

[17]  James A. Lee,et al.  Doubly diastereoselective conjugate addition of homochiral lithium amides to homochiral alpha,beta-unsaturated esters containing cis- and trans-dioxolane units. , 2009, Organic & biomolecular chemistry.

[18]  I. Mándity,et al.  Sculpting the beta-peptide foldamer H12 helix via a designed side-chain shape. , 2009, Chemical communications.

[19]  R. Ortuño,et al.  Stereoselective synthesis of cyclobutyl γ-amino acids leading to branched peptides with a cyclobutane core , 2008 .

[20]  F. Fülöp,et al.  Regio- and stereoselective synthesis of constrained enantiomeric β-amino acid derivatives , 2008 .

[21]  G. Sheldrick A short history of SHELX. , 2008, Acta crystallographica. Section A, Foundations of crystallography.

[22]  C. Bolm,et al.  Stereoselective anhydride openings. , 2007, Chemical reviews.

[23]  J. E. Thomson,et al.  Asymmetric synthesis of beta-amino-gamma-substituted-gamma-butyrolactones: double diastereoselective conjugate addition of homochiral lithium amides to homochiral alpha,beta-unsaturated esters. , 2007, Organic & biomolecular chemistry.

[24]  Gervais Chapuis,et al.  SUPERFLIP– a computer program for the solution of crystal structures by charge flipping in arbitrary dimensions , 2007 .

[25]  B. Alcaide,et al.  β-Lactams: Versatile Building Blocks for the Stereoselective Synthesis of Non-β-Lactam Products , 2007 .

[26]  M. Roje,et al.  Quinine-mediated parallel kinetic resolution of racemic cyclic anhydride: stereoselective synthesis, relative and absolute configuration of novel alicyclic β-amino acids , 2007 .

[27]  Danica A Rankic,et al.  1,3-aminoalcohols and their derivatives in asymmetric organic synthesis. , 2007, Chemical reviews.

[28]  C. Cativiela,et al.  Stereoselective synthesis of ?-amino acids , 2007 .

[29]  F. Fülöp,et al.  Application of alicyclic β-amino acids in peptide chemistry , 2006 .

[30]  F. Fülöp,et al.  Enantioselective addition of diethylzinc to aldehydes catalyzed by γ-amino alcohols derived from (+)- and (−)-α-pinene , 2006 .

[31]  S. Davies,et al.  The conjugate addition of enantiomerically pure lithium amides as homochiral ammonia equivalents: scope, limitations and synthetic applications , 2005 .

[32]  V. Wray,et al.  Oxidation of carenes to chaminic acids by Mycobacterium smegmatis DSM 43061 , 1990, Applied Microbiology and Biotechnology.

[33]  E. Fulop Direct and Indirect Enzymatic Methods for the Preparation of Enantiopure Cyclic β-Amino Acids and Derivatives from β-Lactams , 2004 .

[34]  B. Bandara,et al.  Antifungal constituents of the stem bark of Bridelia retusa. , 2003, Phytochemistry.

[35]  R. Ortuño,et al.  Stereoselective synthesis of cyclobutyl GABA analogues and related compounds from (-)-(S)-verbenone , 2002 .

[36]  T. Rybalova,et al.  Novel selective acid-catalysed rearrangement of the carane-type α-(N-acylamino)oximes: the X-ray structure of (1S,5S)-1-isopropyl-3,5-dimethyl-2-oxa-4-azabicyclo[3.3.1]non-3-en-6-one (E)-oxime , 2002 .

[37]  F. Fülöp,et al.  The chemistry of 2-aminocycloalkanecarboxylic acids. , 2001, Chemical reviews.

[38]  C. Bolm,et al.  Efficient Asymmetric Synthesis of Unnatural β-Amino Acids , 2001 .

[39]  V. Branchadell,et al.  Divergent routes to chiral cyclobutane synthons from (-)-alpha-pinene and their use in the stereoselective synthesis of dehydro amino acids. , 2000, The Journal of organic chemistry.

[40]  K. Mori,et al.  The synthesis of (-)-sirenin. sperm attractant of the water mold allomyces macrogynus , 1988 .

[41]  N. Takamura,et al.  Amino Acids and Peptides. XIX. Synthetic Study of optically Active Carene Skeleton from α-Amino Acid. Total Synthesis of (+)-2-Carene , 1975 .

[42]  W. Hofheinz,et al.  Synthesis of (-)-aromadendrene and related sesquiterpenes , 1969 .