Stereocontrolled Synthesis of 1,3-Diols from Enones: Cooperative Lewis Base-Mediated Intramolecular Carbonyl Hydrosilylations

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• 作者：Casey Medina ; Kyle P. Carter ; Michael Miller ; Timothy B. Clark ; Gregory W. O鈥橬eil
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：September 20, 2013
• 年：2013
• 卷：78
• 期：18
• 页码：9093-9101
• 全文大小：456K
• 年卷期：v.78,no.18(September 20, 2013)
• ISSN：1520-6904

文摘

A streamlined synthesis of 尾-hydroxy ketone substrates has been developed to further investigate a recently discovered cooperative Lewis base-mediated intramolecular carbonyl hydrosilylation reaction. The synthesis features an enone 尾-borylation/oxidation sequence that has proven to be quite general and high-yielding. This has allowed for additional investigations into the diastereoselectivity of the hydrosilylation reaction through the preparation of important polyketide fragments.