Journal
ORGANIC LETTERS
Volume 15, Issue 7, Pages 1662-1665Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4004405
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Funding
- National Institutes of Health [GM038436]
- Eli Lilly
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The enantioselective hydroboration of racemic allenylsilane (+/-)-4 with ((d)Ipc)(2)BH proceeds via enantiodivergent pathways to give vinylborane 11 and crotylborane intermediate (S)-E-5. Subsequent crotylboration of aldehyde substrates with (S)-E-5 at -78 degrees C provides (E)-delta-silyl-anti-homoallylic alcohols in 71-89% yield and with 93-96% ee.
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