Diversion from Bicyclo[4.2.0]octanol formation through the use of vinyl electrophiles
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Loughlin, W., Rowen, C.
ORCID: 0000-0003-4490-9542 and Healy, P.
(2005)
Diversion from Bicyclo[4.2.0]octanol formation through the use of vinyl electrophiles.
Synthesis, 2005
(13).
pp. 2220-2226.
Link to Published Version: https://doi.org/10.1055/s-2005-869993
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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.
| Item Type: | Journal Article |
|---|---|
| Publisher: | Thieme |
| Copyright: | © 2005 Georg Thieme Verlag |
| URI: | http://researchrepository.murdoch.edu.au/id/eprint/49202 |
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