STEREOSELECTIVE SYNTHESIS OF THE BRASSINOLIDE SIDE-CHAIN BY THE USE OF A 5-EXO-ALPHA-SILYL RADICAL CYCLIZATION-PROTIODESILYLATION SEQUENCE

Authors
KOREEDA M WU JJ
Citation
M. Koreeda et Jj. Wu, STEREOSELECTIVE SYNTHESIS OF THE BRASSINOLIDE SIDE-CHAIN BY THE USE OF A 5-EXO-ALPHA-SILYL RADICAL CYCLIZATION-PROTIODESILYLATION SEQUENCE, Synlett, (8), 1995, pp. 850-852
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
8
Year of publication
1995
Pages
850 - 852
Database
ISI
SICI code
0936-5214(1995):8<850:SSOTBS>2.0.ZU;2-#
Abstract
The stereoselective synthesis of the steroid having the brassinolide s ide chain 2 has been achieved from readily available aldehyde 7 in 8 s teps and 31% overall yield, featuring a 5-exo-mode of alpha-silyl radi cal cyclization - protiodesilylation sequence as a means for the key s tereoselective installment of the 24-methyl group.