手性醛/钯催化实现的未保护氨基酸酯与1,3-二取代乙酸烯丙酯的不对称α-烯丙基化反应
Asymmetric α-Allylation of -Unprotected Amino Acid Esters with 1,3-Disubstituted Allyl Acetates Enabled by Chiral-Aldehyde/Palladium Catalysis.
作者信息
Zhou Qing, Yin Zhi-Wei, Wu Zhu-Lian, Cai Tian, Wen Wei, Huang Yan-Min, Guo Qi-Xiang
机构信息
Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing, 400715, China.
Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning, 530001, China.
出版信息
Org Lett. 2023 Aug 11;25(31):5790-5794. doi: 10.1021/acs.orglett.3c02027. Epub 2023 Jul 31.
A chiral aldehyde/palladium catalysis-enabled asymmetric α-allylation of NH-unprotected amino acid esters with 1,3-disubstituted allyl acetates is described in this work. With the utilization of different chiral phosphine ligands, both the and selective allylation reactions are achieved enantioselectively. A series of α,α-disubstituted amino acid esters bearing two adjacent chiral centers are produced in moderate-to-excellent yields, diastereoselectivities, and enantioselectivities.
本工作描述了一种手性醛/钯催化实现的未保护氨基酯与1,3-二取代烯丙基乙酸酯的不对称α-烯丙基化反应。通过使用不同的手性膦配体，对映选择性地实现了 和选择性烯丙基化反应。一系列带有两个相邻手性中心的α,α-二取代氨基酸酯以中等到优异的产率、非对映选择性和对映选择性得到。
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