Stereoinversion of tertiary alcohols to tertiary-alkyl isonitriles and amines

Sergey V. Pronin, Christopher A. Reiher and Ryan A. Shenvi ()
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Sergey V. Pronin: The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
Christopher A. Reiher: The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
Ryan A. Shenvi: The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA

Nature, 2013, vol. 501, issue 7466, 195-199

Abstract: Tertiary alcohols are displaced with a nitrogen nucleophile with stereoinversion and with high selectivity over less substituted alcohols, providing complementarity to the SN2 reaction and efficient access to nitrogenous marine terpenoids.

Date: 2013
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DOI: 10.1038/nature12472

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