Trapping the tetrahedral intermediate in the 1,3-shift of an acetyl group using a triisopropylsilyl group

Authors
Fleming, I Mandal, AK
Citation
I. Fleming et Ak. Mandal, Trapping the tetrahedral intermediate in the 1,3-shift of an acetyl group using a triisopropylsilyl group, J INDIAN CH, 77(11-12), 2000, pp. 593-598
Citations number
19
Categorie Soggetti
Chemistry
Journal title
JOURNAL OF THE INDIAN CHEMICAL SOCIETY
ISSN journal
00194522 → ACNP
Volume
77
Issue
11-12
Year of publication
2000
Pages
593 - 598
Database
ISI
SICI code
0019-4522(200011/12)77:11-12<593:TTTIIT>2.0.ZU;2-7
Abstract
Attempted silylation of (2RS,3RS,4RS)-3-hydroxy-2,4-dimethylhexyl acetate 3 gave neither the primary nor the secondary silyl ether, but the stereoisom eric silyl ethers 9 and 10 of the tetrahedral intermediate in the 1,3-trans fer of the acetyl group.