Catalytic strategies towards 1,3-polyol synthesis by enantioselective cascades creating multiple alcohol functions

被引:16
|
作者
Sperandio, Celine [1 ]
Rodriguez, Jean [1 ]
Quintard, Adrien [1 ]
机构
[1] Aix Marseille Univ, CNRS, Cent Marseille, iSm2, Marseille, France
关键词
DOUBLE ALDOL REACTION; STEREOSELECTIVE-SYNTHESIS; SEQUENTIAL CATALYSIS; ASYMMETRIC-SYNTHESIS; CARBONYL ALLYLATION; DIPHOSPHINE OXIDES; DIRECT GENERATION; FORMAL SYNTHESIS; PHOSPHINE OXIDE; METAL CATALYSIS;
D O I
10.1039/c9ob02675d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This review highlights the different enantioselective catalyst-controlled cascades creating multiple alcohol functions through the formation of several carbon-carbon bonds. Through subsequent simple derivatization, these strategies ensure the rapid preparation of 1,3-polyols. Thanks to the use of efficient metal- or organo-catalysts, these cascades enable the selective assembly of multiple substrates considerably limiting operations and waste generation. For this purpose, several mono- or bi-directional approaches have been devised allowing successive C-C bond-forming events. The considerable synthetic economies these cascades enable have been demonstrated in the preparation of a wide variety of complex bioactive natural products, notably polyketides.
引用
收藏
页码:1025 / 1035
页数:11
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