Diastereo- and enantioselective intramolecular 1,6-C-H insertion reactions of α-diazo esters catalyzed by chiral dirhodium(II) carboxylates
Diastereo- and enantioselective intramolecular 1,6-C-H insertion reactions of α-diazo esters catalyzed by chiral dirhodium(II) carboxylates
复制标题
DOI：
10.1016/j.tetlet.2015.01.125
复制
发表时间：
2015-03-11
影响因子：
1.8
通讯作者：
Hashimoto, Shunichi
中科院分区：
文献类型：
--
作者：
Ito, Motoki;Kondo, Yuji;Hashimoto, Shunichi
报道了第一个催化的α-重氮酯分子内1，6-C-H插入反应。用四[N-邻苯二甲酰基-（S）-叔-亮氨酸]铑（II）Rh-2（S-VITL）（4），C-H插入以化学选择性方式进行，得到2-烯基四氢吡喃-3-羧酸酯，其ee高达95%，具有完美的顺式非对映选择性。(C)2015爱思唯尔有限公司版权所有。
The first catalytic asymmetric intramolecular 1,6-C-H insertion reaction of cc-diazo esters is described. With dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate], Rh-2(S-VITL)(4), the C-H insertion proceeded in a chemoselective manner to give 2-alkenyltetrahydropyran-3-carboxylates with up to 95% ee and perfect cis diastereoselectivity. (C) 2015 Elsevier Ltd. All rights reserved.