Convolutamydine A: the first authenticated absolute configuration and enantioselective synthesis

被引：33

作者：

Cravotto, Giancarlo

Giovenzana, Giovanni B.

Palmisano, Giovanni

Penoni, Andrea

Pilati, Tullio

Sisti, Massimo

Stazi, Federica

机构：

[1] Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy

[2] Univ Turin, Dipartimento Sci & Tecnol Farmacol, I-10125 Turin, Italy

[3] DISCAFF, I-28100 Novara, Italy

[4] DFB Ctr, I-28100 Novara, Italy

[5] CNR, Ist Sci & Tecnol Mol, I-20133 Milan, Italy

来源：

TETRAHEDRON-ASYMMETRY | 2006年 / 17卷 / 22期

关键词：

D O I：

10.1016/j.tetasy.2006.11.021

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The absolute configuration of (+)-convolutamydine A 1 isolated from Amathia convoluta has been unambiguously established as (R) by enantioselective synthesis, based on chiral auxiliary-directed pi-face discrimination in an allyl metal addition to (1R,2S,5R)-8-phenylmenthyl ester 7. For an independent and unequivocal proof, the absolute stereochemistry of synthetic precursor 11 en route to 1 was determined by X-ray crystallography. (c) 2006 Published by Elsevier Ltd.

引用

页码：3070 / 3074

页数：5

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