REGIOFACIAL AND DIASTEREOFACIAL SELECTIVE HYDROBORATION OF CHIRAL ALLYLIC STANNANES, SILANES, AND GERMANES

Authors
GUNG BW OHM KW SMITH DT
Citation
Bw. Gung et al., REGIOFACIAL AND DIASTEREOFACIAL SELECTIVE HYDROBORATION OF CHIRAL ALLYLIC STANNANES, SILANES, AND GERMANES, Synthetic communications, 24(2), 1994, pp. 167-173
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
24
Issue
2
Year of publication
1994
Pages
167 - 173
Database
ISI
SICI code
0039-7911(1994)24:2<167:RADSHO>2.0.ZU;2-4
Abstract
Hydroboration of the chiral allylic metals (1a-1e) gave regiospecifica lly 1,3-diol. Greater than 95% of syn-1,3-diol was obtained with 9-BBN , while a 50:50 mixture of syn and anti-1,3-diol was produced with BH3 . The chiral allylic alcohol, 2,2-dimethyl-4-hexen-3-ol (1f), produced anti-1,2-diol.