β Scribed by R.D. Miller; D.L. Dolce; V.Y. Merritt
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
Cyclobutanone derivatives by virtue of their reactivity have proved to be valuable synthetic intermediates, and recent synthetic advances have increased their accessibility.' Most useful transformations of these compounds are initiated by addition of reagents to the strained carbonyl and subsequent
The powerful electrophile trimethylsilyl iodide in the presence of certain catalysts rapidly and cleanly initiates the ring opening of a variety of cyclobutanone derivatives in a highly regioselective fashion yielding ultimately B-iodoketones. The synthetic accessibility and high reactivity of cycl
Over the years there has been considerable interest in the nature of the intermediate produced via solvolysis of cyclobutyl systems. Current feeling is that this process is best described by a concerted, symmetry allowed disrotatory ring opening proceeding from the side opposite to the leaving group
Beckmann fragmentation of the oximes 5 and 6 respectiveZy, which were derived from -the cyclobutanones Sand 5, furnished the bifunctional five carbon units 7 and g with ea. 98% -and 91% stereoselectivity. We were interested for some time in the possible control of vicinal stereochemistry in open cha