CONVENIENT PREPARATIONS OF 2,3-DIHYDRO-4H-PYRAN-4-ONES FROM D-GLUCAL TRIACETATE - SELECTIVE OXIDATIONS OF ALYLLIC ACETATES AND ALLYLIC SILYL ETHERS USING N-BROMOSUCCINIMIDE

Authors
BOUILLOT A KHAC DD FETIZON M GUIR F MEMORIA Y
Citation
A. Bouillot et al., CONVENIENT PREPARATIONS OF 2,3-DIHYDRO-4H-PYRAN-4-ONES FROM D-GLUCAL TRIACETATE - SELECTIVE OXIDATIONS OF ALYLLIC ACETATES AND ALLYLIC SILYL ETHERS USING N-BROMOSUCCINIMIDE, Synthetic communications, 23(15), 1993, pp. 2071-2081
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
23
Issue
15
Year of publication
1993
Pages
2071 - 2081
Database
ISI
SICI code
0039-7911(1993)23:15<2071:CPO2FD>2.0.ZU;2-P
Abstract
N-Bromosuccinimide (1.1 eq) in the presence of potassium carbonate (2 eq) and a catalytic amount of dibenzoyl peroxide converts the allylic acetates and the allylic silyl ethers (O-TBDMS or O-SiEt3) of secondar y allylic alcohols, derived from D-glucal 3a into corresponding dihydr o gamma-pyrones 2.