S(N)2' RING-OPENING OF AZIRIDINES BEARING AN ALPHA,BETA-UNSATURATED ESTER GROUP WITH ORGANOCOPPER REAGENTS - A NEW STEREOSELECTIVE SYNTHETIC ROUTE TO (E)-ALKENE DIPEPTIDE ISOSTERES

Authors
FUJII N NAKAI K TAMAMURA H OTAKA A MIMURA N MIWA Y TAGA T YAMAMOTO Y IBUKA T
Citation
N. Fujii et al., S(N)2' RING-OPENING OF AZIRIDINES BEARING AN ALPHA,BETA-UNSATURATED ESTER GROUP WITH ORGANOCOPPER REAGENTS - A NEW STEREOSELECTIVE SYNTHETIC ROUTE TO (E)-ALKENE DIPEPTIDE ISOSTERES, Journal of the Chemical Society. Perkin transactions. I, (11), 1995, pp. 1359-1371
Citations number
87
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
11
Year of publication
1995
Pages
1359 - 1371
Database
ISI
SICI code
0300-922X(1995):11<1359:SROABA>2.0.ZU;2-T
Abstract
Regio- and stereo-selective synthesis of (E)-alkene dipeptide isostere s has been successfully achieved by exposing both (E)- and (Z)-N-(4-me thylphenyl)sulfonyl-gamma,delta-epimino -alpha,beta-enoates to organoc opper reagents at -78 degrees C for 30 min.