Article
Preparation of Trifluoromethyl Lactol Derivatives via Base Initiated Cyclobutanol Ring Opening to a Laterally Lithiated Trifluoromethyl Ketone
Synlett
Document Type
Article
Publication Date
1-1-1996
Pages
57-59
Publisher Name
Georg Thieme Verlag KG
Disciplines
Abstract
Benzocyclobutenone derivatives 4 are converted to the corresponding trifluoromethylcyclobutanols 5 by treatment with trifluoromethyltrimethylsilane in the presence of tetra-n-butylammonium fluoride. These trifluoromethylcyclobutanol derivatives are then treated with LiTMP in the presence of aromatic aldehydes to afford trifluoromethyllactols 6 via a laterally-lithiated trifluoromethylketone intermediate.
Comments
Author Posting © Thieme, 1996. This is the author's version of the work. It is posted here by permission of Thieme for personal use, not for redistribution. The definitive version was published in Synlett, Volume 1996, Issue 1, January 1996. http://dx.doi.org/10.1055/s-1996-5325
Creative Commons License
Creative Commons Attribution-Noncommercial-No Derivative Works 3.0
Copyright Statement
© 1996 Thieme
Citation Information
Daniel Becker and Daniel L. Flynn. "Preparation of Trifluoromethyl Lactol Derivatives via Base Initiated Cyclobutanol Ring Opening to a Laterally Lithiated Trifluoromethyl Ketone" Synlett Vol. 1996 Iss. 1 (1996) Available at: http://works.bepress.com/daniel_p_becker/11/