Stereocontrolled approach to δ- and γ-lactones and 1,3-diols.: The role of X- ion in the selenolactonization

被引:25
作者
Gruttadauria, M [1 ]
Aprile, C [1 ]
Noto, R [1 ]
机构
[1] Univ Palermo, Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
关键词
selenium; cyclization;
D O I
10.1016/S0040-4039(02)00093-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two complementary approaches have been realized for the stereoselective synthesis of 4,6-disubstituted delta-lactones and 1,3-anti and syn diols. In the 6-endo selenolactonization the role of the V ion on the stereoselectivity is shown. Moreover, the highly stereoselective transformation of the 6-endo delta-lactone to the 5-exo gamma-lactone is reported. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1669 / 1672
页数:4
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