期刊
ORGANIC LETTERS
卷 10, 期 12, 页码 2449-2452出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol800745q
关键词
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资金
- NIGMS NIH HHS [GM 73072, R01 GM073072-02, R01 GM073072] Funding Source: Medline
Silyloxyallenes serve as highly useful alpha-acylvinyl anion equivalents. These latent allenolates undergo conjugate additions to alkylidene malonates in the presence of 10 mol % Sc(OTf)(3). The reaction delivers intermolecular Rauhut-Currier products in excellent yields and regioselectivities for a wide scope of substrates. Notably, the formal cross-coupling of two different alpha,beta-unsaturated carbonyl compounds (a cross Rauhut-Currier reaction) is achieved. Preliminary investigations have demonstrated good levels of enantioselectivity for the addition of a racemic silyloxyallene with a chiral Lewis acid.
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