AN ENANTIOCONTROLLED SYNTHESIS OF A KEY INTERMEDIATE TO (-LACTACYSTIN())

Authors
KANG SH JUN HS
Citation
Sh. Kang et Hs. Jun, AN ENANTIOCONTROLLED SYNTHESIS OF A KEY INTERMEDIATE TO (-LACTACYSTIN()), Chemical communications, (18), 1998, pp. 1929-1930
Citations number
20
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
18
Year of publication
1998
Pages
1929 - 1930
Database
ISI
SICI code
1359-7345(1998):18<1929:AESOAK>2.0.ZU;2-F
Abstract
An asymmetric synthesis of a key intermediate 16 to (+)-lactacystin 1 has been established starting from epoxide 2 via intramolecular mercur ioamidation of allylic trichloroacetimidate 4 and concomitant addition -reduction of ester 13 by Pr-i MgBr, in which reduction of the interme diate ketone proceeded with complete stereoselectivity.