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Synlett 1994; 1994(7): 519-520
DOI: 10.1055/s-1994-22912
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Conjugate Addition of Reactive Carbanions to α,β-Unsaturated Ketones in the Presence of ATPH

Keiji Maruoka* , Itsuro Shimada, Hiroshi Imoto, Hisashi Yamamoto
  • *School of Engineering, Nagoya University, Chikusa, Nagoya 464-01, Japan
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Publication Date:
18 September 2002 (online)

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Aluminum tris(2,6-diphenylphenoxide) (ATPH) has been successfully utilized for effective blocking of carbonyl moieties, thereby allowing the conjugate addition of organolithium reagents to α,β-unsaturated ketones. In particular, conjugate addition of lithium alkynides and thermally unstable lithium carbenoids, which are very difficult to achieve in organocopper chemistry, are realized with α,β-unsaturated ketone/ATPH complexes.

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