Titanocene-Catalyzed Regiodivergent Epoxide Opening - From Desymmetrizingmeso-Epoxides to Regiodivergent Arylation of Epoxides

被引：11
|
作者：
Weissbarth, Hendrik [1 ]
Muehlhaus, Felix [1 ]
Gansaeuer, Andreas [1 ]
机构：
[1] Univ Bonn, Kekule Inst Organ Chem & Biochem, Gerhardt Domagk Str 1, D-53121 Bonn, Germany
来源：
SYNTHESIS-STUTTGART | 2020年 / 52卷 / 20期
关键词：
arylation; catalysis; diversity-oriented synthesis; epoxides; regiodivergent; titanocenes; ENANTIOSELECTIVE ADDITION; ORGANOMETALLIC REAGENTS; ASYMMETRIC-SYNTHESIS; ORGANIC-SYNTHESIS; RADICALS; DESYMMETRIZATION; COMPLEXES; CHEMISTRY; LIGANDS; TOOL;
D O I：
10.1055/s-0040-1706403
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
While S(N)2 based desymmetrization of meso-epoxides has been extensively researched, the more general regioselective opening of cis-1,2 substituted epoxides via S(N)2 mechanism remains elusive. This short review outlines, how this limitation could be overcome by parting with S(N)2 and moving towards a radical-based mechanism. The development and refinement of the titanocene(III)-catalyzed regiodivergent epoxide opening (REO) is described.
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收藏
页码：2940 / 2947
页数：8
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