Enantioselective Total Synthesis of the Cephalotaxus Alkaloid (-)-Cephalotine A

被引:4
作者
Sheng, Peng-Zhen [1 ,2 ]
Li, Lu-Lu [1 ]
Ni, Zhi-Bin [1 ,2 ]
Wei, Kun [1 ]
Yang, Yu-Rong [1 ]
机构
[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
FORMAL TOTAL-SYNTHESIS; ALPHA-ALLYLATION; UNIFIED STRATEGY; NATURAL-PRODUCTS; GAMMA-LACTAMS; HECK REACTION; (+/-)-CEPHALOTAXINE; REARRANGEMENT; CONSTRUCTION; CYCLIZATION;
D O I
10.1021/acs.orglett.3c02097
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cephalotine A, a recently isolated Cephalotaxus alkaloid,was firstsynthesized enantioselectively through three critical reactions. SmI2 -mediated radical cyclization of lactone and aldehyde toforge the final ring system, Chang's iridium-catalyzed C-Hamidation to construct pyrrolidone stereoselectively, and Carreria'sdual Ir/amine catalyzed allylation to install the vicinal tertiarystereocenters.
引用
收藏
页码:7459 / 7463
页数:5
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