Stereoselective synthesis of dendrobate alkaloid (+)-241D and its C-4 epimer

被引：23

作者：

Kumar, R. Sateesh Chandra ^{[1
]}

Reddy, G. Venkateswar ^{[1
]}

Shankaraiah, G. ^{[1
]}

Babu, K. Suresh ^{[1
]}

Rao, J. Madhusudana ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Nat Prod Lab, Div Organ Chem 1, Hyderabad 500607, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 07期

关键词：

Piperidine alkaloids; Alkaloid (+)-241D; Sharpless asymmetric dihydroxylation; Wacker oxidation; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; PIPERIDINES; ROUTE; 241D; CYCLIZATION; ACID; FROG;

D O I：

10.1016/j.tetlet.2009.12.111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient stereoselective synthesis of dendrobate alkaloid (+)-241D and its C-4 epimer was achieved from the inexpensive, commercially available starting material decanal (10) in an overall yield of 21.9% and 21.1%, respectively. This synthesis utilizes the key steps of Maruoka asymmetric allylation, one-pot epoxidation followed by nucleophilic addition of an organomagnesium reagent (Forsyth's protocol) and subsequent functional group transformations. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：1114 / 1116

页数：3

共 24 条

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Capaccio CAI, 2000, TETRAHEDRON-ASYMMETR, V11, P4945

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