Total synthesis of a piperidine alkaloid, microcosamine A

被引：16
作者：
Reddy, Chada Raji [1 ]
Latha, Bellamkonda [1 ]
Warudikar, Kamalkishor [1 ]
Singarapu, Kiran Kumar [2 ]
机构：
[1] Indian Inst Chem Technol, Div Nat Prod Chem, CSIR, Hyderabad 500007, Andhra Pradesh, India
[2] Indian Inst Chem Technol, CSIR, Ctr NMR & Struct Chem, Hyderabad 500007, Andhra Pradesh, India
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 01期
关键词：
STEREOSELECTIVE-SYNTHESIS; PROSOPIS AFRICANA; NATURAL-PRODUCTS; TRIPHENYLPHOSPHINE; CONSTRUCTION; PANICULATA; REDUCTION; ALDEHYDES; PYRIDINE; ROUTE;
D O I：
10.1039/c5ob02085a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first asymmetric total synthesis of a new natural piperidine alkaloid, microcosamine A, has been accomplished from D-serine and D-methyl lactate as chiral pool starting materials. Key features of the strategy include the utility of Horner-Wadsworth-Emmons reaction, Luche reduction, intramolecular carbamate N-alkylation to form the piperidine framework and Julia-Kocienski olefination to install the triene side-chain.
引用
收藏
页码：251 / 258
页数：8
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