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

页码：251 / 258

页数：8

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