Asymmetric Total Synthesis and Absolute Stereochemistry of the Neuroactive Marine Macrolide Palmyrolide A

被引：37

作者：

Tello-Aburto, Rodolfo ^{[1
]}

Johnson, Emily M. ^{[1
]}

Valdez, Cheyenne K. ^{[1
]}

Maio, William A. ^{[1
]}

机构：

[1] New Mexico State Univ, Dept Chem & Biochem, Las Cruces, NM 88003 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 08期

关键词：

CYTOTOXIC MACROLIDES; CYCLOPEPTIDE ALKALOIDS; VINYLIC SUBSTITUTION; ANTITUMOR MACROLIDES; LYNGBYA-BOUILLONII; NATURAL-PRODUCTS; CYCLIC SULFATES; APRATOXIN-A; IN-SITU; ENAMIDES;

D O I：

10.1021/ol300673m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first asymmetric total synthesis and determination of the absolute configuration for the neuroactive marine macrolide palmyrolide A is described. The highlight of the synthesis is macrocyclization via trans-enamide formation catalyzed by copper(I) iodide and cesium carbonate. Comparison with the authentic spectral data confirms the synthesis of (+)-ent-palmyrolide A.

引用

页码：2150 / 2153

页数：4

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