Synthesis 2008(4): 0627-0648  
DOI: 10.1055/s-2008-1032160
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart · New York

Titanium-Mediated Fragment Union Processes in Complex Molecule Synthesis: Development of a Branched Reaction Pathway of High Step Economy for the Synthesis of Complex and Diverse Polyketides

Lark J. Perez, Glenn C. Micalizio*
Department of Chemistry, Yale University, P.O. Box 208107, 225 Prospect Street, New Haven, CT 06520-8107, USA
Fax: +1(203)4326144; e-Mail: glenn.micalizio@yale.edu;
Further Information

Publication History

Received 19 October 2007
Publication Date:
08 February 2008 (online)

Abstract

We describe a synthetic pathway to structurally complex and diverse polyketides based, in part, on regio- and stereoselective titanium-mediated coupling reactions. The sequences described allow for rapid assembly of polyketide-inspired architecture while providing significant flexibility for the establishment of diverse stereochemical relationships and substitution patterns along the carbon backbone (including stereodefined alkenes and 1,3-dienes, saturated and unsaturated lactones, hemiketals, α,β-unsaturated carbonyls, and spiroketals).

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See references 19a, 19b, 20a, and 20b.