Synlett 2014; 25(12): 1717-1720
DOI: 10.1055/s-0033-1339156
letter
© Georg Thieme Verlag Stuttgart · New York

Regioselective Synthesis of Indanones

Thomas van Leeuwen, Thomas M. Neubauer, Ben L. Feringa*
  • Center for Systems Chemistry, Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands   Fax: +31(50)3634296   Email: b.l.feringa@rug.nl
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Publication History

Received: 30 April 2014

Accepted: 10 May 2014

Publication Date:
02 June 2014 (eFirst)

Abstract

The degree of hydrolysis of polyphosphoric acid (PPA) has a crucial effect on the regioselectivity of the PPA-mediated synthesis of indanones. It was found that the regioselectivity can be switched by employing PPA with either a high or low content of P2O5. This methodology was used for the regioselective synthesis of a range of electron-rich indanones, including a natural sesquiterpene.

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