Stereoelectronic effects in the DIBAL reduction of aryl-1,2-ethanediol benzylidene acetals

被引:8
作者
Gauthier, DR [1 ]
Szumigala, RH [1 ]
Armstrong, JD [1 ]
Volante, RP [1 ]
机构
[1] Merck & Co Inc, Dept Proc Res, Rahway, NJ 07065 USA
关键词
D O I
10.1016/S0040-4039(01)01466-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reduction of benzylidene acetal 8 with DIBAL-H selectively gave 4 in 89% yield. 1-Aryl-1,2-diol benzylidene acetals display unusual regioselectivity with electron withdrawing groups on the aryl group. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7011 / 7014
页数:4
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