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
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
收藏
页码:2150 / 2153
页数:4
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