STEREOSELECTIVE SYNTHESIS OF LONG-CHAIN POLYOLS BY SEQUENTIAL HOMOLOGATION OF ENALS WITH NONRACEMIC GAMMA-SILYLOXY ALLYLIC STANNANES AND DIRECTED HYDROXYLATION

Authors
MARSHALL JA BEAUDOIN S LEWINSKI K
Citation
Ja. Marshall et al., STEREOSELECTIVE SYNTHESIS OF LONG-CHAIN POLYOLS BY SEQUENTIAL HOMOLOGATION OF ENALS WITH NONRACEMIC GAMMA-SILYLOXY ALLYLIC STANNANES AND DIRECTED HYDROXYLATION, Journal of organic chemistry, 58(22), 1993, pp. 5876-5877
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
58
Issue
22
Year of publication
1993
Pages
5876 - 5877
Database
ISI
SICI code
0022-3263(1993)58:22<5876:SSOLPB>2.0.ZU;2-9
Abstract
The nonracemic gamma-silyloxy allylic stannanes (S)-8 and (R)-8 add to the (R,R)-tartrate derived enals 7 and 24 to afford the adducts 9, 14 , and 25. The bis-TBS derivatives 10, 15 and 22, upon hydroxylation wi th catalytic 0804-NMO, yield the differentially protected polyols 11, 16, and 23.