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Issue 74, 2012
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Application of the lithiation–borylation reaction to the rapid and enantioselective synthesis of the bisabolane family of sesquiterpenes

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Abstract

The expedient enantioselective synthesis of 5 bisabolane sesquiterpenes has been achieved using a common, one-pot lithiation–borylation reaction of secondary benzylic carbamates and either protodeboronation or oxidation to give the natural products in fewer than 5 steps, with high yield and >94 : 6 er.

Graphical abstract: Application of the lithiation–borylation reaction to the rapid and enantioselective synthesis of the bisabolane family of sesquiterpenes

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Publication details

The article was received on 25 Mar 2012, accepted on 04 May 2012 and first published on 08 May 2012


Article type: Communication
DOI: 10.1039/C2CC32176A
Chem. Commun., 2012,48, 9230-9232

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    Application of the lithiation–borylation reaction to the rapid and enantioselective synthesis of the bisabolane family of sesquiterpenes

    V. K. Aggarwal, L. T. Ball, S. Carobene, R. L. Connelly, M. J. Hesse, B. M. Partridge, P. Roth, S. P. Thomas and M. P. Webster, Chem. Commun., 2012, 48, 9230
    DOI: 10.1039/C2CC32176A

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