Stereoselective synthesis of enantiopure analogues of (-)-cephalotaxine

被引:7
作者
Berhal, Farouk [1 ]
Perard-Viret, Joelle [1 ]
Royer, Jacques [1 ]
机构
[1] Univ Paris 05, CNRS, UMR 8638, Fac Sci Pharmaceut & Biol, F-75270 Paris 06, France
关键词
FORMAL TOTAL-SYNTHESIS; CHRONIC MYELOGENOUS LEUKEMIA; HIGHLY EFFICIENT SYNTHESIS; CEPHALOTAXUS ALKALOIDS; MYELOID-LEUKEMIA; DL-CEPHALOTAXINE; HOMOHARRINGTONINE; (+/-)-CEPHALOTAXINE; ALPHA;
D O I
10.1016/j.tetasy.2010.01.004
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The asymmetric total synthesis of three analogues of (-)-cephalotaxine with structural modification of the aromatic ring was achieved in 16 steps and acceptable overall yields. The procedure used was quite similar to that reported by our group for the total synthesis of (-)-cephalotaxine in 2004. The enantio-pure spiranic compound 4 is a common intermediate on which various aromatic groups can be introduced. Unexpected and interesting different chemical behaviors were observed during these syntheses. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:325 / 332
页数:8
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