- Asymmetric conjugate addition of organometallic reagents to chiral α,β-unsaturated esters
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Asymmetric conjugate addition to α,β-unsaturated ester was studied using four kinds of cyclic diols (1c-4c) as chiral auxiliaries. Among the tested substrates, (R,R)-cyclohexane-1,2-diol derivatives (6a-c) and (1R,2S)-2-hydroxymethylcyclopentanol derivative (7a) showed high and reverse diastereoselectivity in conjugate addition by organocuprates (R2CuLi) and/or Grignard reagents in the presence of copper iodide (RMgBr + CuI), respectively.
- Fang,Ogawa,Suemune,Sakai
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p. 389 - 398
(2007/10/02)
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- Chiral alcohol-induced diastereoselective conjugate addition and cyclization
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Conjugate addition of organocuprate reagents to α,β-unsaturated esters of chiral trans-cyclohexanediol proceeded diastereoselectively, and the intramolecular trapping of the generated enolate also afforded asymmetric cyclization products.
- Fang, Chenglin,Suemune, Hiroshi,Sakai, Kiyoshi
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p. 4751 - 4754
(2007/10/02)
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