title: Highly Diastereoselective Synthesis of Methylenecyclobutanes by Merging Boron-Homologation and Boron-Allylation Strategies.
abstract: A highly diastereoselective synthesis of methylenecyclobutanes possessing a quaternary stereocenter is reported, in which boron homologation of an easily-generated cyclobutenylmetal species is performed, followed by an allylation reaction. Combining three steps in a one-pot process further optimized the method, which afforded the expected adducts in excellent yields and stereoselectivity, starting from commercially available 4-bromobutyne.
authors.affiliation: Department of Chemistry and Pharmacy, Ludwig-Maximilians-University Munich, Butenandtstrasse 5-13, 81377 Munich (Germany).
authors.forename: Michael
authors.initials: M
authors.lastname: Eisold
authors.affiliation: Department of Chemistry and Pharmacy, Ludwig-Maximilians-University Munich, Butenandtstrasse 5-13, 81377 Munich (Germany). dorian.didier@cup.uni-muenchen.de.
authors.forename: Dorian
authors.initials: D
authors.lastname: Didier
keywords: allylboration; boron homologation; diastereoselectivity; methylenecyclobutanes; one-pot reactions