Stereoselective synthesis of N-protected pyrrolidines via Pd-catalyzed reactions of γ-(N-acylamino) alkenes and γ-(N-Boc-amino) alkenes with aryl bromides
Stereoselective synthesis of N-protected pyrrolidines via Pd-catalyzed reactions of γ-(N-acylamino) alkenes and γ-(N-Boc-amino) alkenes with aryl bromides
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DOI：
10.1016/j.tet.2005.03.110
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发表时间：
2005-06-27
期刊：
影响因子：
2.1
通讯作者：
Wolfe, JP
中科院分区：
文献类型：
--
作者：
Bertrand, MB;Wolfe, JP
本文报道了在钯催化下，γ-（N-酰氨基）烯烃和γ-（N-Boc-氨基）烯烃与溴代芳烃反应，立体选择性地合成N-酰基和N-Boc保护的吡咯烷。这些反应在单一操作中实现两个键的形成，并且通常以高水平的非对映选择性进行。与先前描述的γ-（N-芳基氨基）烯烃的反应相反，这些离子转化以高产率和高区域选择性与富电子和缺电子芳基溴以及溴乙烯基底物进行。(c)2005爱思唯尔有限公司保留所有权利。
The stereoselective synthesis of N-acyl-and N-Boc-protected pyrrolidines via Pd-catalyzed reactions of gamma-(N-acylamino) alkenes and gamma-(N-Boc-amino) alkenes with aryl bromides is described. These reactions effect formation of two bonds in a single operation and proceed with generally high levels of diastereoselectivity. In contrast to previously described reactions of gamma-(N-arylamino) alkenes, these transform at ions proceed in high yield and high regioselectivity with both electron-rich and electron-deficient aryl bromides as well as vinyl bromide substrates. (c) 2005 Elsevier Ltd. All rights reserved.