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

被引:10
作者
BOUILLOT, A [1 ]
KHAC, DD [1 ]
FETIZON, M [1 ]
GUIR, F [1 ]
MEMORIA, Y [1 ]
机构
[1] ECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE
关键词
D O I
10.1080/00397919308018600
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 secondary allylic alcohols, derived from D-glucal 3a into corresponding dihydro gamma-pyrones 2.
引用
收藏
页码:2071 / 2081
页数:11
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