Convergent Synthesis of Trisubstituted Z-Allylic Esters by Wittig-Schlosser Reaction
David M. Hodgson* and Tanzeel Arif
*Department of Chemistry, Chemistry Research Laboratory,
University of Oxford, Mansfield Road, Oxford OX1 3TA, United Kingdom, Email:
david.hodgsonchem.ox.ac.uk
D. M. Hodgson, T. Arif, Org. Lett., 2010, 12, 4204-4207.
DOI: 10.1021/ol101843q
Abstract
β-Lithiooxyphosphonium ylides, generated in situ from aldehydes and Wittig reagents, react readily with halomethyl esters to form trisubstituted Z-allylic esters. The methodology was applied to a total synthesis of a geranylgeraniol-derived diterpene.
see article for more examples
D. M. Hodgson, T. Arif, J. Am. Chem. Soc., 2008, 130, 16500-16501.
Key Words
Schlosser Reaction, Allylic Alcohols
ID: J54-Y2010-2660