4-(arylsulfonyl)glycals in synthesis. Cation-mediated synthesis of 2,6-disubstituted dihydropyrans

被引：0
|
作者：
Bailey, JM
Craig, D [1 ]
Gallagher, PT
机构：
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, Ctr Chem Synth, London SW7 2AY, England
[2] Eli Lilly & Co, Lilly Res Ctr Ltd, Windlesham GU20 6PH, Surrey, England
来源：
SYNLETT | 1999年 / 01期
关键词：
sulfone; dihydropyran; cation-mediated; synthesis; S(N)1 '; glycal;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
4-(Arylsulfonyl)glycal 9, easily prepared from phenylsulfinic acid, acrolein and 2-phenyloxirane, undergoes efficient, stereoselective S(N)1' reactions on exposure to Lewis acidic reagent systems. Treatment of syn-9 with dimethyldioxirane gives a single glycal epoxide, which also is a substrate for intermolecular C-glycosidation reactions.
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页码：132 / 134
页数：3
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