4.4 Article

Diastereoselective Synthesis of (±)-Ambrox by Titanium(III)-Catalyzed Radical Tandem Cyclization

Journal

SYNLETT
Volume 27, Issue 3, Pages 369-374

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1560594

Keywords

ambrox; natural products; titanocene; radical chemistry; diastereoselective synthesis

Funding

  1. Spanish MICINN [CTQ2008-06790, CTQ2010-17115, CTQ2011-24443]
  2. Regional Government of Andalucia [P07-FQM-3213, P10-FQM-6050]

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A synthesis of (+/-)-ambrox, a compound with delicious ambergris-type scent, is presented. The key step is a highly diastereoselective titanocene(III)-catalyzed radical tandem cyclization of a farnesol derivative.

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