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

Varinder K. Aggarwal, Liam T. Ball, Simon Carobene, Rickki L. Connelly, Matthew J. Hesse, Benjamin M. Partridge, Philippe Roth, Stephen P. Thomas, Matthew P. Webster

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish
Pages (from-to)9230-9232
Number of pages3
JournalChemical Communications
Volume48
Issue number74
DOIs
Publication statusPublished - 25 Sep 2012

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