AN EFFICIENT SYNTHESIS OF CIS-3-HYDROXY-4-PHENYL-BETA-LACTAMS - PRECURSOR FOR TAXOL SIDE-CHAIN

Authors
SRIRAJAN V DESHMUKH ARAS BHAWAL BM
Citation
V. Srirajan et al., AN EFFICIENT SYNTHESIS OF CIS-3-HYDROXY-4-PHENYL-BETA-LACTAMS - PRECURSOR FOR TAXOL SIDE-CHAIN, Tetrahedron, 52(15), 1996, pp. 5585-5590
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
15
Year of publication
1996
Pages
5585 - 5590
Database
ISI
SICI code
0040-4020(1996)52:15<5585:AESOC->2.0.ZU;2-2
Abstract
Chiral ketene precursors derived from naturally occurring (+)-3-carene have been used for the synthesis of beta-lactams via the Staudinger r eaction. The major diastereomer 5a was separated by crystallization an d converted in very good yield into (3R, 4S)-3-hydroxy-4-phenyl-beta-l actam, an advanced intermediate towards the taxol side chain. Copyrigh t (C) 1996 Elsevier Science Ltd