Niobium(V) chloride-mediated allylation of aldehydes. Scope and stereoselectivity

被引:49
作者
Andrade, CKZ [1 ]
Azevedo, NR [1 ]
机构
[1] Univ Brasilia, Inst Quim, BR-70910970 Brasilia, DF, Brazil
关键词
D O I
10.1016/S0040-4039(01)01306-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Niobium chloride promoted the addition of allylstannanes to aromatic and aliphatic aldehydes. Excellent syn diastereoselectivity was obtained in the addition of E-cinnamylstannane to benzaldehyde (49:1). In the addition of allylstannane to racemic, 2-phenylpropionaldehyde, syn diastereoselection (Cram-anti-Cram=3:1) was observed. The same level of diastereoselection was achieved in the reaction between crotylstannane and benzaldehyde. (C) 2001 Elsevier Science Ltd. All rights reserved.
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页码:6473 / 6476
页数:4
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