Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 23, Pages 8834-8837Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja202070j
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Funding
- MEXT (Japan)
- JSPS for Young Scientists
- Grants-in-Aid for Scientific Research [21000006] Funding Source: KAKEN
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Chiral aluminum Lewis acid catalyst composed of Me3Al and 3,3'-bis(trimethylsilyl)-BINOL in a 2:1 ratio was found to promote novel catalytic asymmetric ring expansion of cyclohexanone with a-substituted alpha-diazoacetates to give seven-membered rings with an all-carbon quaternary center. Application of this strategy to 4-substituted cyclohexanones opened up a novel way for the catalytic desymmetrizing asymmetric construction of cycloheptanones bearing remote alpha,delta-chiral centers.
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