Diastereoselective Control Through Hydrogen Bonding in the Aziridination of the Chiral Allylic Alcohols by Acetoxyaminoquinazolinone

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Amer Chemical Soc

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

A high diastereoselectivity (up to > 99:1) is found for the aziridinations of chiral allylic alcohols with acetoxyaminoquinazolinone (Q-NHOAc). The selectivity is explained in terms of hydrogen bonding between the hydroxy functionality of the allylic alcohol and the remote carbonyl group of the quinazolinone.

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Anahtar Kelimeler

Transition-State Geometry, Catalytic Epoxidation, Group Directivity, Mediated Aziridination, Alkenes, 3-Acetoxyaminoquinazolinones, Strain, Agents, Acid, (Z)-3-Methyl-3-Penten-2-Ol

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Journal of Organic Chemistry

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74

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24

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Onay

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