Journal article
Diversion from Bicyclo[4.2.0]octanol formation through the use of vinyl electrophiles
Synthesis, Vol.2005(13), pp.2220-2226
2005
Abstract
Bicyclo[4.2.0]octanols can be obtained from the reaction of phenyl vinyl sulfoxide and the lithium enolate of cyclohexanone under controlled conditions. Diversion to alkylation or Michael-Michael-ring closure was observed when alternative vinyl electrophiles were used. Novel bicyclic disulfones and hydroxyhexahydronaphthalenes were isolated. The use of a vinyl sulfoxide electrophile is crucial to the formation of bicyclo[4.2.0]octanols from simple ketones.
Details
- Title
- Diversion from Bicyclo[4.2.0]octanol formation through the use of vinyl electrophiles
- Authors/Creators
- W. Loughlin (Author/Creator)C. Rowen (Author/Creator)P. Healy (Author/Creator)
- Publication Details
- Synthesis, Vol.2005(13), pp.2220-2226
- Publisher
- Thieme
- Identifiers
- 991005543501707891
- Copyright
- © 2005 Georg Thieme Verlag
- Murdoch Affiliation
- Murdoch University
- Language
- English
- Resource Type
- Journal article
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- Citation topics
- 2 Chemistry
- 2.1 Synthesis
- 2.1.40 Total Synthesis
- Web Of Science research areas
- Chemistry, Organic
- ESI research areas
- Chemistry