SYNTHESIS OF A NEW C-2-SYMMETRICAL CHIRAL DIOL - APPLICATION TO ASYMMETRIC ALLYLBORATION

Authors
MEARS RJ DESILVA H WHITING A
Citation
Rj. Mears et al., SYNTHESIS OF A NEW C-2-SYMMETRICAL CHIRAL DIOL - APPLICATION TO ASYMMETRIC ALLYLBORATION, Tetrahedron, 53(51), 1997, pp. 17395-17406
Citations number
27
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
51
Year of publication
1997
Pages
17395 - 17406
Database
ISI
SICI code
0040-4020(1997)53:51<17395:SOANCC>2.0.ZU;2-K
Abstract
New C-2-symmetric chiral diol 1b was prepared from diol 3a, by a thion yl chloride mediated double elmination, hydrogenation and deprotection sequence. A comparative study of the asymmetric allylboration of benz aldehyde with the allylboronates 12 and 13 showed 15 and 18 % e.e. res pectively in the corresponding homoallylic alcohol 14. (C) 1997 Elsevi er Science Ltd.