Preparation of 2-Lithiotetrahydropyrans: Kinetic and Thermodinamic Generation of Alkyllithium Reagents

DOI: 10.1016/S0040-4039(00)99389-4

Source and publish data:

Tetrahedron Letters p. 3011 - 3014 (1989)

Update date:2022-07-30

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Authors:

Rychnovsky, Scott D.

Mickus, Daniel E.

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Article abstract of DOI:10.1016/S0040-4039(00)99389-4

Both axial and equatorial 2-lithiotetrahydropyrans are readily prepared from 2-(phenylthio)-tetrahydropyrans.Axial 2-lithiotetrahydropyrans are formed selectively on reducing 2-(phenylthio)-tetrahydropyrans with lithium di-tert-butylbiphenylide, and equatorial 2-lithiotetrahydropyrans are formed selectively by thermal equilibration of the axial isomers.

Full text of DOI:10.1016/S0040-4039(00)99389-4

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