N-Heterocyclic Carbene-Catalyzed [4+2] Cyclization of Saturated Carboxylic Acid with o-Quinone Methides through in Situ Activation: Enantioselective Synthesis of Dihydrocoumarins

N-Heterocyclic Carbene-Catalyzed [4+2] Cyclization of Saturated Carboxylic Acid with o-Quinone Methides through in Situ Activation: Enantioselective Synthesis of Dihydrocoumarins
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N-杂环卡宾催化[4 2]饱和羧酸与邻醌甲基化物的原位活化环化:对映选择性合成二氢香豆素

DOI:
10.1021/acs.joc.6b02444
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发表时间:
2017
影响因子:
3.6
通讯作者:
Yao Changsheng
Yao Changsheng
中科院分区:
化学2区
文献类型:
--
作者:
Wang Yuanfeng;Pang Jian;Dong Jingjiao;Yu Chenxia;Li Tuanjie;Wang Xiang-Shan;Shen Shide;Yao Changsheng

文献摘要

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以饱和羧酸和醌甲基化物为原料,采用原位活化的方法,实现了N-杂环卡宾(NHC)催化的二氢香豆素缩[4 + 2]醛的合成.该方案导致优异的非对映选择性和对映选择性以及良好的产率,并且使用容易获得且廉价的起始材料。
AnN-heterocyclic carbene (NHC)-catalyzed formal [4 + 2] synthesis of dihydrocoumarins was realized from saturated carboxylic acids ando-quinone methides via an in situ activation strategy. This protocol results in excellent diastereoselectivity and enantioselectivity and good yields and uses readily available and inexpensive starting materials.