Synlett

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

U Groth, M Jung, T Vogel

文献索引：Groth, Ulrich; Jung, Marc; Vogel, Till Synlett, 2004 , # 6 p. 1054 - 1058

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被引用次数: 10

摘要

Abstract Using only 10% of CrCl 2 as catalyst, manganese-powder as reducing agent and TMSCl as scavenger, 2-methylene-α, ω-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 ω-carbonyl group. The greater the ring size the higher diastereoselectivities are observed. In all cases cis-diols are preferentially formed.