Highly Diastereoselective Synthesis of Methylenecyclobutanes by Merging Boron‐Homologation and Boron‐Allylation Strategies |
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Authors: | Michael Eisold Dr Dorian Didier |
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Institution: | Department of Chemistry and Pharmacy, Ludwig‐Maximilians‐University Munich, Butenandtstrasse 5–13, 81377 Munich (Germany) |
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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. |
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Keywords: | allylboration boron homologation diastereoselectivity methylenecyclobutanes one‐pot reactions |
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