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Dynamics of the Degenerate Rearrangement of Bicyclo[3.1.0]hex-2-ene

✍ Scribed by Doubleday, Charles; Suhrada, Christopher P.; Houk, K. N.

Book ID: 126805031
Publisher: American Chemical Society
Year: 2006
Tongue: English
Weight: 438 KB
Volume: 128
Category: Article
ISSN: 0002-7863
DOI: 10.1021/ja050722w

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## Abstract The chemistry of the highly substituted cyclobutanone derivative 2, which is easily accessible from 1, is dominated by the steric hindrance caused by the substitutents: Reduction with hydride reagents and nucleophilic additions with methyllithium are less stereoselective than correspond