Enantioselective total synthesis of (-)-ericanone

被引:17
|
作者
Dias, Luiz C. [1 ]
Kuroishi, Paula K. [1 ]
Polo, Ellen C. [1 ]
de Lucca, Emilio C., Jr. [1 ]
机构
[1] Univ Estadual Campinas, UNICAMP, Inst Quim, BR-13084971 Campinas, SP, Brazil
基金
巴西圣保罗研究基金会;
关键词
Total synthesis; Natural product; (-)-Ericanone; Aldol reaction; Boron enolate; MEDIATED ALDOL REACTIONS; 1,5-ASYMMETRIC INDUCTION; KETONES; METHYLKETONES; CONSTRUCTION; ALDEHYDES; REAGENT; REMOTE;
D O I
10.1016/j.tetlet.2012.12.033
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of (-)-ericanone was achieved in 10 steps with a 16% overall yield from p-hydroxybenzaldehyde. Notable features of this stereocontrolled approach include a Keck allylation to install the stereocenter at C3 and a 1,5-anti aldol reaction to install the hydroxyl group at C7. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:980 / 982
页数:3
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