4.8 Article

Highly (E)-Selective BF3•Et2O-Promoted Allylboration of Chiral Nonracemic α-Substituted Allylboronates and Analysis of the Origin of Stereocontrol

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卷 12, 期 12, 页码 2706-2709

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AMER CHEMICAL SOC
DOI: 10.1021/ol1007444

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  1. National Institutes of Health [GM038436, GM026782]

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delta-Methyl-substituted homoallylic alcohols 2 were prepared in 71-88% yield, E:Z>30:1 and 93% to >95% ee via BF3 center dot Et2O-promoted allylboration with alpha-Me-allylboronate 1. The origin of high (E)-selectivity is proposed.

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