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Baumann AN, Music A, Karaghiosoff K, et al. Highly diastereoselective approach to methylenecyclopropanes via boron-homologation/allylboration sequences. Chem Commun (Camb). 2016;52(12):2529-32doi: 10.1039/c5cc09904h.
Baumann, A. N., Music, A., Karaghiosoff, K., & Didier, D. (2016). Highly diastereoselective approach to methylenecyclopropanes via boron-homologation/allylboration sequences. Chemical communications (Cambridge, England), 52(12), 2529-32. https://doi.org/10.1039/c5cc09904h
Baumann, A N, et al. "Highly diastereoselective approach to methylenecyclopropanes via boron-homologation/allylboration sequences." Chemical communications (Cambridge, England) vol. 52,12 (2016): 2529-32. doi: https://doi.org/10.1039/c5cc09904h
Baumann AN, Music A, Karaghiosoff K, Didier D. Highly diastereoselective approach to methylenecyclopropanes via boron-homologation/allylboration sequences. Chem Commun (Camb). 2016 Feb 11;52(12):2529-32. doi: 10.1039/c5cc09904h. Epub 2016 Jan 07. PMID: 26741566.
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Chem Commun (Camb). 2016 Feb 11;52(12):2529-32. doi: 10.1039/c5cc09904h. Epub 2016 Jan 07.

Highly diastereoselective approach to methylenecyclopropanes via boron-homologation/allylboration sequences.

Chemical communications (Cambridge, England)

A N Baumann, A Music, K Karaghiosoff, D Didier

Affiliations

  1. Department of Chemistry and Pharmacy, Ludwig-Maximillians-University Munich, Butenandtstrasse 5-13, 81377 Munich, Germany. [email protected].

PMID: 26741566 DOI: 10.1039/c5cc09904h

Abstract

A simple and efficient diastereoselective synthesis of methylenecyclopropanes is described, in which boron-homologation and allylboration are merged into a one-pot process, starting from in situ generated cyclopropenyllithium species. This unprecedented methodology opens a new route to strained alkylidenecycloalkanes containing a quaternary stereocenter, in high yields and excellent diastereomeric ratios.

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