Enantioselective Dihalogenation of Alkenes

被引：36

作者：

Bock, Jonathan ^{[1
,2
]}

Guria, Sudip ^{[1
,2
]}

Wedek, Volker ^{[1
,2
]}

Hennecke, Ulrich ^{[1
,2
]}

机构：

[1] Vrije Univ Brussel VUB, Organ Chem Res Grp ORGC, Dept Chem, Pl Laan 2, B-1050 Brussels, Belgium

[2] Vrije Univ Brussel VUB, Dept Bioengn Sci, Pl Laan 2, B-1050 Brussels, Belgium

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2021年 / 27卷 / 14期

关键词：

alkenes; asymmetric catalysis; electrophilic addition; halogenation; halogens; HALONIUM ION FORMATION; STABLE CARBONIUM-IONS; NEIGHBORING HALOGEN PARTICIPATION; X-RAY-STRUCTURE; ELECTROPHILIC BROMINATION; BROMONIUM ION; ASYMMETRIC HALOGENATION; SELECTIVE SYNTHESIS; ETHYLENIC COMPOUNDS; SYN-DICHLORINATION;

D O I：

10.1002/chem.202003176

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The dihalogenation of alkenes is one of the classic reactions in organic chemistry and a prime example of an electrophilic addition reaction. The often observed anti-selectivity in this addition reaction can be explained by the formation of a haliranium-ion intermediate. Although dihalogenations have been studied for more than a century, the development of reagent-controlled, enantioselective dihalogenation has proved to be very difficult. Only recently, significant progress has been achieved. In this review, an overview on current method development in enantioselective dihalogenation is provided and mechanistic aspects that render this transformation challenging are discussed.

引用

页码：4517 / 4530

页数：14

共 138 条

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