用于合成西他列汀的烯烃催化对映选择性烯丙基胺化反应
Catalytic Enantioselective Allylic Amination of Olefins for the Synthesis of -Sitagliptin.
作者信息
Bao Hongli, Bayeh Liela, Tambar Uttam K
机构信息
Department of Biochemistry, The University of Texas Southwestern Medical Center at Dallas, 5323 Harry Hines Boulevard, Dallas, Texas 75390-9038, United States.
出版信息
Synlett. 2013 Nov 1;24(18):2459-2463. doi: 10.1055/s-0033-1340079.
Abstract
The presence of nitrogen atoms in most chiral pharmaceutical drugs has motivated the development of numerous strategies for the synthesis of enantioenriched amines. Current methods are based on the multi-step transformation of pre-functionalized allylic electrophiles into chiral allylic amines. The enantioselective allylic amination of unactivated olefins represents a more direct and attractive strategy. We report the enantioselective synthesis of -sitagliptin via an allylic amination of an unactivated terminal olefin.
摘要
大多数手性药物中氮原子的存在推动了众多对映体富集胺合成策略的发展。目前的方法是基于将预官能化的烯丙基亲电试剂多步转化为手性烯丙基胺。未活化烯烃的对映选择性烯丙基胺化是一种更直接且有吸引力的策略。我们报道了通过未活化末端烯烃的烯丙基胺化对映选择性合成西他列汀。
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