Studies toward a synthesis of C3-epimauritine D: construction of the macrocycle

被引：15

作者：

Kim, YA

Shin, HN

Park, MS

Cho, SH

Han, SY ^{[1
]}

机构：

[1] Ewha Womans Univ, Dept Chem, Div Mol Life Sci, Seoul 120750, South Korea

[2] Ewha Womans Univ, Div Nano Sci, Seoul 120750, South Korea

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 12期

关键词：

cyclopeptide alkaloid; epimer; pyrrolidinone; macrocyclization; cyclic enamide; pfp ester; TFFH;

D O I：

10.1016/S0040-4039(03)00278-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We successfully synthesized a 14-membered cyclic enamide of C3-epimauritine D from the cis-2,3-pyrrolidinediol derivative. Treatment of the pyrrolidinediol with nitrobenzonitrile in an SNAr reaction efficiently installed the desired aryl-alkyl ether linkage on the N-heterocyclic system. Macrocyclization was successfully achieved by the use of TFFH as the peptide coupling reagent in the presence of HOAt. (C) 2003 Elsevier Science Ltd. All rights reserved.

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收藏

页码：2557 / 2560

页数：4

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