Enantioselective Construction of Carbocyclic and Heterocyclic Tertiary Boronic Esters by Conjunctive Cross-Coupling Reaction.

Enantioselective Construction of Carbocyclic and Heterocyclic Tertiary Boronic Esters by Conjunctive Cross-Coupling Reaction.
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通过连接交叉偶联反应对映选择性构建碳环和杂环叔硼酸酯。

DOI:
10.1021/jacs.3c05815
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发表时间:
2023-07
影响因子:
15
通讯作者:
Xuntong Zhang;Chenpeng Gao;J. Morken
Xuntong Zhang;Chenpeng Gao;J. Morken
中科院分区:
化学1区
文献类型:
--
作者:
Xuntong Zhang;Chenpeng Gao;J. Morken

文献摘要

相似文献

立体定向的碳环和杂环叔硼酸酯的合成是通过在预先形成的环状硼酸酯络合物上进行联合交叉偶联反应来完成的。具有螺环和芳基双环骨架的硼酸酯可以使用手性PHOX-连接的Pd催化剂与非手性起始材料对映选择性地合成,而具有连续立体中心的底物可以非对映选择性地产生。各种芳基和烯基亲电试剂被并入。
Synthesis of stereodefined carbocyclic and heterocyclic tertiary boronic esters is accomplished by performing a conjunctive cross-coupling reaction on preformed cyclic boron ate complexes. Boronates bearing spirocyclic and aryl bicyclic skeletons can be synthesized enantioselectively using a chiral PHOX-ligated Pd catalyst with achiral starting material, while substrates bearing continuous stereogenic centers can be generated diastereoselectively. A variety of aryl and alkenyl electrophiles are incorporated.