Total Synthesis and Stereochemical Revision of Acortatarins A and B
Organic Letters2011Vol. 13(20), pp. 5452–5455
Citations Over TimeTop 10% of 2011 papers
Abstract
A first total synthesis of acortatarins A, B, and an enantiomer of the proposed structure of acortatarin B is described by using readily available d-sugars. This convergent total synthesis revealed the revision of the absolute configuration of acortatarin A and structural revision of acortatarin B. The key steps involved are regioselective epoxide opening with deprotonated 2,5-disubstituted pyrrole and spiroketalization.
Related Papers
- → Total Synthesis of Colombiasin A and Determination of Its Absolute Configuration(2001)76 cited
- → Enantiospecific First Total Synthesis and Assignment of Absolute Configuration of the Sesquiterpene (−)-Cucumin H(2003)53 cited
- → Asymmetric Total Synthesis of (+)-Majusculoic Acid via a Dimerization–Dedimerization Strategy and Absolute Configuration Assignment(2018)21 cited
- → First Total Synthesis of (-)-Pericosine A from (-)-Shikimic Acid: Structure Revision and Determination of the Absolute Configuration of Antitumor Natural Product Pericosine A(2006)28 cited
- → Stereoselective Total Synthesis of Sesquiterpenoids: (+)-Sativene and (+)-Cyclosativene(1973)16 cited