Open Access. Powered by Scholars. Published by Universities.®
Physical Sciences and Mathematics Commons™
Open Access. Powered by Scholars. Published by Universities.®
Articles 1 - 3 of 3
Full-Text Articles in Physical Sciences and Mathematics
Preparation Of Trifluoromethyl Lactol Derivatives Via Base Initiated Cyclobutanol Ring Opening To A Laterally Lithiated Trifluoromethyl Ketone, Daniel Becker, Daniel L. Flynn
Preparation Of Trifluoromethyl Lactol Derivatives Via Base Initiated Cyclobutanol Ring Opening To A Laterally Lithiated Trifluoromethyl Ketone, Daniel Becker, Daniel L. Flynn
Chemistry: Faculty Publications and Other Works
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.
Synthesis Of N-Boc-3-Azabicyclo[3.3.0]Octan-7-One Via Reductive Pauson-Khand Cyclization And Subsequent Conversion To A Novel Diazatricyclic Ring System, Daniel Becker, Daniel L. Flynn
Synthesis Of N-Boc-3-Azabicyclo[3.3.0]Octan-7-One Via Reductive Pauson-Khand Cyclization And Subsequent Conversion To A Novel Diazatricyclic Ring System, Daniel Becker, Daniel L. Flynn
Chemistry: Faculty Publications and Other Works
An intramolecular reductive Pauson-Khand reaction of the hexacarbonyldicobalt complex of N-(tert-butyloxycarbonyl)allylpropargylamine under dry-state adsorption conditions directly afforded the saturated N-BOC-3-azabicyclo[3.3.0]octan-7-one when the reaction was performed under an inert atmosphere. This bicyclic ketone was converted in several steps to the novel octahydro-1-azeto[2′,3′:3,4]cyclopenta[1,2-C]pyrrole ring system as confirmed by single crystal X-ray analysis.
Studies Of The Solid-Phase Pauson-Khand Reaction Selective In-Situ Enone Reduction To 3-Azabicyclo[3.3.0]Oct-Anones, Daniel Becker, Daniel L. Flynn
Studies Of The Solid-Phase Pauson-Khand Reaction Selective In-Situ Enone Reduction To 3-Azabicyclo[3.3.0]Oct-Anones, Daniel Becker, Daniel L. Flynn
Chemistry: Faculty Publications and Other Works
The Smit-Caple DSAC Pauson-Khand cyclization of a series of N-protected allyl propargyl amines in the absence of oxygen gave rise to formation of the saturated azabicyclo[3.3.0]octanones in excellent yields. Standard cyclization in air gave mixtures of saturated and unsaturated ketones.