Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 4, Pages 2075-2084Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja206995s
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Funding
- National Institutes of Health [GM33049]
- National Science Foundation
- Stanford University
- Landesstiftung BW
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0846427] Funding Source: National Science Foundation
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A novel synthetic strategy toward the asymmetric synthesis of vicinal diols bearing a tertiary center is presented. The method encompasses the dinuclear Mg-catalyzed asymmetric addition of ethyl diazoacetate into several aldehydes, oxidation of the diazo functionality, and diastereoselective alkyl transfer of various organometallics into the resulting chiral beta-hydroxy-alpha-ketoesters to afford a diverse range of 1,2-diols in high yield, diastereoselectivity, and chirality transfer.
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