Highly selective asymmetric acetate aldol reactions of an N-acetyl thiazolidinethione reagent.

Highly selective asymmetric acetate aldol reactions of an N-acetyl thiazolidinethione reagent.
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DOI:
10.1021/ol036020y
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发表时间:
2004-01
期刊:
影响因子:
5.2
通讯作者:
Ying-chao Zhang;A. Phillips;T. Sammakia
Ying-chao Zhang;A. Phillips;T. Sammakia
中科院分区:
化学1区
文献类型:
--
作者:
Ying-chao Zhang;A. Phillips;T. Sammakia

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[反应:见原文]利用叔亮氨酸衍生的噻唑烷硫酮辅助剂和二氯苯基硼烷,开发了一种高度非对映选择性的醋酸醛醇反应。该反应收率高,非对映选择性高(drs范围从9.5:1到bb100:1)。
[reaction: see text] A highly diastereoselective acetate aldol reaction that uses a tert-leucine-derived thiazolidinethione auxiliary and dichlorophenylborane has been developed. The reaction proceeds in excellent yields and with high diastereoselectivities (drs range from 9.5:1 to >100:1).