Total Synthesis of (3S, 5R, 3′S, 5′R)-Capsorubin

被引:3
作者
Frederico, Daniel [1 ]
Constantino, Mauricio G. [1 ]
Donate, Paulo M. [1 ]
机构
[1] Univ Sao Paulo, Dept Quim, Fac Filosofia Ciencias & Letras Ribeirao Preto, BR-14040901 Ribeirao Preto, SP, Brazil
基金
巴西圣保罗研究基金会;
关键词
carotenoid; capsorubin; crocetindial; cyclopentane keto-alkohol; synthesis; CAPSICUM-ANNUUM L; CAROTENOIDS; CAPSORUBIN; CAPSANTHIN; CANCER; REARRANGEMENT; LYCOPENE; ESTERS;
D O I
10.1590/S0103-50532009000500013
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The total synthesis of enantiomerically enriched (3S, 5R, 3' S, 5'R)-capsorubin (1) by aldol condensation of (1R, 4S)-1-(4-hydroxy-1,2,2-trimethyl-cyclopentyl)ethanone (2a) and crocetindial (3) is described. An alternative, short eight-step synthesis of the optically active compound 2a (ee 89%) is also reported.
引用
收藏
页码:888 / U148
页数:15
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