手性甲氧基催化α,β-不饱和醛与烯丙基三氯硅烷的对映选择性烯丙基化反应。
Enantioselective allylation of α,β-unsaturated aldehydes with allyltrichlorosilane catalyzed by METHOX.
机构信息
Department of Chemistry, WestChem, University of Glasgow, Glasgow, UK.
出版信息
J Org Chem. 2011 Jun 3;76(11):4800-4. doi: 10.1021/jo200712p. Epub 2011 May 12.
PMID:21534567
Abstract
α,β-Unsaturated aldehydes 6a-j undergo an enantioselective allylation with allylic trichlorosilanes 2a,b in the presence of METHOX (4) as a Lewis basic catalyst (≤10 mol %) to produce the homoallylic alcohols 7a-l at good to high enantioselectivity (83-96% ee). This study shows that the reactivity scope of METHOX can be extended from aromatic to nonaromatic aldehydes.
摘要
α,β-不饱和醛 6a-j 在 METHOX（4）作为路易斯碱性催化剂（≤10mol%）的存在下与烯丙基三氯硅烷 2a,b 进行对映选择性烯丙基化反应，以高至优异的对映选择性（83-96%ee）得到高烯丙醇 7a-l。该研究表明，METHOX 的反应范围可以从芳族醛扩展到非芳族醛。
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