Highly diastereoselective desymmetrizing intramolecular cyclization of allylstannane with a diketone promoted by Lewis acid or transition metal complex

被引:2
|
作者
Shimada, T [1 ]
Asao, N [1 ]
Yamamoto, Y [1 ]
机构
[1] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan
关键词
desymmetrizing cyclization; allylstannane; diketone; Lewis acid; transition metal catalyst;
D O I
10.1016/S0022-328X(00)00897-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Lewis acid mediated desymmetrizing intramolecular cyclization of prochiral allylstannyl diketone (1) gave a mixture of two diastereomers (2 and 3). Highly diastereoselective synthesis of each of the diastereomers was accomplished by appropriate choice of the Lewis acid. Compound 3 was also produced stereoselectively by using a palladium catalyst instead of Lewis acid. (C) 2001 Elsevier Science B.V. All rights reserved.
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页码:136 / 142
页数:7
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