NaI-catalyzed highly regioselective ring-opening [1 + 2] cycloaddition reaction of cyclopropenes with imines: highly stereoselective synthesis of cis-vinylic aziridines.

cis-Vinylic aziridines were prepared highly stereoselectively via a NaI-catalyzed regioselective ring-opening [1 + 2] cycloaddition reaction of cyclopropenes with imines.

[1]  M. Murty,et al.  ZrCl4 mediated cyclization between epoxides and homopropargylic alcohols: synthesis of 4-chloro-5,6-dihydro-2H-pyran derivatives , 2006 .

[2]  H. Gray,et al.  Mimicking protein-protein electron transfer: voltammetry of Pseudomonas aeruginosa azurin and the Thermus thermophilus Cu(A) domain at omega-derivatized self-assembled-monolayer gold electrodes. , 2004, Journal of the American Chemical Society.

[3]  J. N. Johnston,et al.  The Brønsted acid-catalyzed direct aza-Darzens synthesis of N-alkyl cis-aziridines. , 2004, Journal of the American Chemical Society.

[4]  S. Minakata,et al.  Silica-water reaction media: its application to the formation and ring opening of aziridines. , 2004, Angewandte Chemie.

[5]  E. Nakamura,et al.  Cyclopropenone acetals-synthesis and reactions. , 2003, Chemical reviews.

[6]  E. Weinhold,et al.  Design of a new fluorescent cofactor for DNA methyltransferases and sequence-specific labeling of DNA. , 2003, Journal of the American Chemical Society.

[7]  G. Righi,et al.  Stereo- and regioselective ring opening of alkenyl aziridines with metal halides , 2002 .

[8]  Yoshinori Yamamoto,et al.  Palladium-catalyzed aminoallylation of activated olefins with allylic halides and phthalimide. , 2002, The Journal of organic chemistry.

[9]  P. Somfai,et al.  A regio- and stereodivergent synthesis of vic-amino alcohols , 2000, Organic letters.

[10]  Butler,et al.  Room temperature ring-opening cyclization reactions of 2-vinylaziridines with isocyanates, carbodiimides, and isothiocyanates catalyzed by , 2000, The Journal of organic chemistry.

[11]  U. Nubbemeyer,et al.  Synthesis of optically active N-allyl amino compounds with defined trisubstituted double bonds , 1999 .

[12]  E. Nakamura,et al.  Olefin Carbometalation with (Alkoxy)allylic Lithium and Zinc Reagents. Four-Centered vs Six-Centered Mechanism of Allylmetalation Reaction , 1998 .

[13]  U. Amador,et al.  Novel Photorearrangements of 2-Aza-1,4-dienes To Produce Vinylaziridines and Cyclopropylimines , 1997 .

[14]  P. W. Jennings,et al.  Metallacyclobutane Complexes of the Group Eight Transition Metals: Synthesis, Characterizations, and Chemistry , 1994 .

[15]  P. Somfai,et al.  AZA-2,3-WITTIG REARRANGEMENTS OF VINYLAZIRIDINES , 1994 .

[16]  P. Zhou,et al.  Asymmetric Synthesis and Reactions of cis-N-(p-Toluenesulfinyl)aziridine-2-carboxylic Acids , 1994 .

[17]  D. Tanner Chiral Aziridines—Their Synthesis and Use in Stereoselective Transformations , 1994 .

[18]  Y. Miwa,et al.  A Novel Route to Diastereomerically Pure (E)-Alkene Dipeptide Isosteres from β-Aziridinyl-α,β-enoates by Treatment with Organocopper Reagents†‡ , 1994 .

[19]  M. Salvati,et al.  Novel interstrand cross-links induced by the antitumor antibiotic carzinophilin/azinomycin B , 1992 .

[20]  P. Müller,et al.  Generation and trapping of cyclopropenes from 2-alkoxy-1,1-dichlorocyclopropanes , 1991 .

[21]  D. Giacomini,et al.  Studies on N-metallo imines: synthesis of N-unsubstituted aziridines from N-trimethylsilyl imine and lithium enolates of α-halo esters. , 1991 .

[22]  M. Weidner,et al.  Determination of the DNA crosslinking sequence specificity of reductively activated mitomycin C at single-nucleotide resolution: deoxyguanosine residues at CpG are crosslinked preferentially , 1990 .

[23]  H. Rapoport,et al.  Enantiospecific synthesis of an aziridinobenzazocinone, an advanced intermediate containing the core nucleus of FR900482 and FK973 , 1990 .

[24]  T. Hudlický,et al.  Intramolecular [4 + 1] pyrroline annulation via azide-diene cycloadditions. 2. Formal stereoselective total syntheses of (.+-.)-platynecine, (.+-.)-hastanecine, (.+-.)-turneforcidine, and (.+-.)-dihydroxyheliotridane , 1988 .

[25]  S. Koda,et al.  Structure of FR 900482, a novel antitumor antibiotic from a Streptomyces , 1987 .

[26]  H. Büch,et al.  Cyclopropenes and methylenecylopropanes as multifunctional reagents in transition metal catalyzed reactions , 1987 .

[27]  T. Hudlický,et al.  Topological selectivity in the intramolecular [4 + 1] pyrroline annulation. Formal total stereospecific synthesis of (.+-.)-supinidine, (.+-.)-isoretronecanol, and (.+-.)-trachelanthamidine , 1986 .

[28]  E. Schweizer,et al.  Reactions of phosphorus compounds. 39. Synthesis and reactions of [2-(aziridin-1-yl)alkenyl]triphenylphosphonium bromides , 1978 .

[29]  P. Scheiner Rearrangements of a 2-vinylaziridine , 1967 .

[30]  S. Brois,et al.  The Valence Isomerization of 1,2-Divinylaziridines. Synthetic and Kinetic Studies , 1967 .