A catalytic role of Cu (II) for conjugate addition of grignard reagents. A completely different behavior from organocuprates.

Y Aoki, I Kuwajima

Index: Aoki, Youji; Kuwajima, Isao Tetrahedron Letters, 1990 , vol. 31, # 51 p. 7457 - 7460

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Citation Number: 21

Abstract

Abstract Different from lithium dialkylcuprates, Cu (II) catalyzed conjugate addition of Grignard reagents to allylic esters of α, β-unsaturated carboxylates has been effected in the presence of TMS-Cl, and the resulting allyl silyl keteneacetals further undergo rearrangement to afford 2-allyl 3-alkyl carboxylic acids in good yields.