A THERMODYNAMIC PREFERENCE OF CHIRAL CIS-GAMMA,DELTA-EPIMINO-(E)-ALPHA,BETA-UNSATURATED ESTERS OVER OTHER STEREOISOMERS - SYNTHETICALLY USEFUL PD(0)-CATALYZED EQUILIBRATED REACTIONS OF AZIRIDINES BEARING AN ALPHA,BETA-UNSATURATED ESTER GROUP

Authors
IBUKA T AKAJI M MIMURA N HABASHITA H NAKAI K TAMAMURA H FUJII N YAMAMOTO Y
Citation
T. Ibuka et al., A THERMODYNAMIC PREFERENCE OF CHIRAL CIS-GAMMA,DELTA-EPIMINO-(E)-ALPHA,BETA-UNSATURATED ESTERS OVER OTHER STEREOISOMERS - SYNTHETICALLY USEFUL PD(0)-CATALYZED EQUILIBRATED REACTIONS OF AZIRIDINES BEARING AN ALPHA,BETA-UNSATURATED ESTER GROUP, Tetrahedron letters, 37(16), 1996, pp. 2849-2852
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
16
Year of publication
1996
Pages
2849 - 2852
Database
ISI
SICI code
0040-4039(1996)37:16<2849:ATPOCC>2.0.ZU;2-W
Abstract
A practical synthesis of chiral ylsulfonyl-cis-gamma,delta-epimino-(E) -alpha,beta- enoates, key intermediates for the synthesis of (E)-alken e dipeptide isosteres via Pd(O)-catalyzed equilibrated reactions, has been successfully achieved by exposing ulfonyl-gamma,delta-epimino-alp ha,beta-unsaturated esters to a catalytic amount of Pd(PPh(3))(4) in T HF at 0 similar to 20 degrees C. Copyright (C) 1996 Elsevier Science L td.