3-Acetoxycyclobutanone is a versatile intermediate to access cyclobutanes with a variety of substitution patterns. Established procedures require a two step process that includes multiple distillations. We report a one-pot procedure that renders this compound readily available. Additionally, it was determined that copper plays a key role in the reaction sequence.
Stereoselective Synthesis of 3-Substituted Cyclobutanols and Products Derived Therefrom
3-Substituted cyclobutanones 2 are prepared by alkene/dichloroketene cycloadditions and subsequent dehalogenation.Reduction with LiAlH(OtBu)3 furnishes cis-cyclobutanols 3 in 95-100percent selectivity.Mitsunobu inversion turned out to be the only practica
Dehmlow, Eckehard V.,Bueker, Sabine
p. 2759 - 2764
(2007/10/02)
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