Metal carbene N-H insertion of chiral α,α′-dialkyl α-diazoketones.: A novel and concise method for the stereocontrolled synthesis of fully substituted azetidines
Metal carbene N-H insertion of chiral α,α′-dialkyl α-diazoketones.: A novel and concise method for the stereocontrolled synthesis of fully substituted azetidines
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DOI：
10.1016/j.tetlet.2004.03.036
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发表时间：
2004-04-19
影响因子：
1.8
通讯作者：
Correia, CRD
中科院分区：
文献类型：
--
作者：
Burtoloso, ACB;Correia, CRD
从l -丝氨酸到中高收率，在几个步骤内合成了所有顺式取代氮杂啶。关键的一步是基于铑或铜的类羰基N-H插入α， α '-二烷基-重氮酮，得到顺式-2,4-二烷基-叠氮酮-3-酮作为唯一可观察到的非对映异构体。(C) 2004 Elsevier Ltd.版权所有。
The syntheses of all cis substituted azetidines were accomplished in few steps from L-serine in modest to high yields. The key step was based on a rhodium or copper carbenoid N-H insertion of alpha,alpha'-dialkyl-alpha-diazoketones to furnish cis-2,4-dialkyl-azetidin-3-ones as the only observable diastereoisomers. (C) 2004 Elsevier Ltd. All rights reserved.