Chiral Phosphine-Silver(I) Complex Catalyzed Enantioselective Interrupted Feist-Benary Reaction with Ynones: The Aldol-Cycloisomerization Cascade

被引：37
|
作者：
Sinha, Debarshi [1 ]
Biswas, Arnab [1 ]
Singh, Vinod K. [1 ,2 ]
机构：
[1] Indian Inst Sci Educ & Res Bhopal, Dept Chem, Bhopal 462066, MP, India
[2] Indian Inst Technol Kanpur, Kanpur 201086, UP, India
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 13期
关键词：
1,3-DICARBONYL COMPOUNDS; CONJUGATE ADDITION; DERIVATIVES; CYCLIZATION; EFFICIENT; ACCESS; ROUTE;
D O I：
10.1021/acs.orglett.5b01468
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Silver-catalyzed interrupted Feist-Benary reaction is described for the efficient enantioselective synthesis of dihydrofuran heterocycles. A new method has been developed for the silver(I)-(R)-BINAP complex mediated aldol cycloisomerization cascade reaction between ynones and 1,3-diketones to provide functionalized dihydrofurans with moderate to good yields (up to 95%) and good to excellent enantiomeric excess (up to 98%). The presence of an exocyclic double bond and hydroxy group in the dihydrofuran products provides wide scope for further structural manipulation.
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收藏
页码：3302 / 3305
页数：4
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