Novel Formation of Isomeric Bicycloheptan-1-ols from Phenyl Vinyl Sulfoxide and the Cyclopentanone Lithium Enolate Generated by Conjugate Addition of Lithiated (E)-But-2-enyldiphenylphosphine Oxide to 2-Methylcyclopent-2-enone

DOI: 10.1021/jo00020a018

Source and publish data:

Journal of Organic Chemistry p. 5785 - 5790 (1991)

Update date:2022-07-30

Topics:

Authors:

Haynes, Richard K.

Loughlin, Wendy A.

Hambley, Trevor W.

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Article abstract of DOI:10.1021/jo00020a018

Whereas the title enolate 2 in THF reacts at -10 deg C with 2 equiv of phenyl vinyl sulfone to provide the hydrindanol 9 (9percent), it reacts with 1 equiv of phenyl vinyl sulfoxide to give 7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol sulfoxides 11 and 12

Full text of DOI:10.1021/jo00020a018

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