Synthesis and reactions of the pestalotiopsin skeleton

Baker, T. M., Edmonds, D.J., Hamilton, D., O'Brien, C.J. and Procter, D. J. (2008) Synthesis and reactions of the pestalotiopsin skeleton. Angewandte Chemie (International Edition), 47(30), pp. 5631-5633. (doi: 10.1002/anie.200801900)

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Abstract

Family ties: The pestalotiopsin framework has been constructed by using a SmI2-mediated cyclization and a Nozaki–Hiyama–Kishi coupling to construct the four- and nine-membered rings of the target, respectively. The first synthetic entry into the previously unexplored taedolidol family of natural products has been achieved through a stereoselective, acid-mediated cyclization of the pestalotiopsin skeleton.

Item Type:Articles
Keywords:CHLORIDE FUNCTIONALIZED CYCLOBUTANOLS IODIDE natural products ORGANIC-SYNTHESIS pestalotiopsins REAGENTS REDUCTIONS samarium SAMARIUM(II)-MEDIATED 4-EXO-TRIG CYCLIZATION STEREOCONTROLLED APPROACH taedolidols TAXUS-BREVIFOLIA total synthesis UNSATURATED ALDEHYDES.
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:UNSPECIFIED
Authors: Baker, T. M., Edmonds, D.J., Hamilton, D., O'Brien, C.J., and Procter, D. J.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Angewandte Chemie (International Edition)
Journal Abbr.:Angew Chem Int Ed Engl
Publisher:Wiley - V C H Verlag GmbH & Co. KGaA
ISSN:1433-7851
ISSN (Online):1521-3773
Published Online:23 June 2008

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