Intramolecular chromium(II)-catalyzed pinacol cross coupling of 2-methylene-α,ω-dicarbonyls

被引：19

作者：

Groth, U ^{[1
]}

Jung, M ^{[1
]}

Vogel, T ^{[1
]}

机构：

[1] Univ Konstanz, Fachbereich Chem, D-78547 Constance, Germany

来源：

SYNLETT | 2004年 / 06期

关键词：

chromium; catalysis; cross-coupling; cyclizations; pinacols;

D O I：

10.1055/s-2004-822895

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Using only 10% of CrCl2 as catalyst, manganese-powder as reducing agent and TMSCl as scavenger, 2-methylene-alpha,omega-dialdehydes and -ketones can be coupled to form cyclic diols diastereoselectively. The diastereomeric excess strongly depends on the ring size and the substituents of the omega-carbonyl group. The greater the ring size the higher diastereoselectivities are observed. In all cases cis-diols are preferentially formed.

引用

页码：1054 / 1058

页数：5

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