CHIRAL LEWIS ACID-CATALYZED ASYMMETRIC HETERO-DIELS-ALDER REACTION OF (E)-2-OXO-1-PHENYLSULFONYL-3-ALKENES WITH VINYL ETHERS

被引：53

作者：

WADA, E ^{[1
]}

YASUOKA, H ^{[1
]}

KANEMASA, S ^{[1
]}

机构：

[1] KYUSHU UNIV, INTERDISCIPLINARY GRAD SCH ENGN SCI, DEPT MOLEC SCI & TECHNOL, KASUGA, FUKUOKA 816, JAPAN

来源：

CHEMISTRY LETTERS | 1994年 / 09期

关键词：

D O I：

10.1246/cl.1994.1637

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(E)-2-Oxo-1-phenylsulfonyl-3-alkenes are effectively activated with the aid of a catalytic amount of chiral titanium reagents in hetero Diels-Alder reactions with vinyl ethers to produce (2R,4R) or (2R,4S)-2,4-cis-2-alkoxy-4-substituted-3,4-dihydro-2H-pyrans in highly endo- and enantioselective manners. The resulting cycloadducts are transformed to 5-substituted (SR)-2-phenylsulfonyl-2-cyclohexen-1-ones which are useful as new chiral building blocks.

引用

页码：1637 / 1640

页数：4

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