Synthesis 2008(17): 2747-2763  
DOI: 10.1055/s-2008-1067226
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Synthesis of 1-Lithiated Glycals and 1-Tributylstannyl Glycals from 1-Phenylsulfinyl Glycals via Sulfoxide-Lithium Ligand Exchange

Krzysztof Jarowicki, Colin Kilner, Philip J. Kocienski*, Zofia Komsta, Jacqueline E. Milne, Anna Wojtasiewicz, Victoria CoombsInstitute of Process Research and Development, School of Chemistry, Leeds University, Leeds, LS2 9JT, UK
e-Mail: p.j.kocienski@leeds.ac.uk;
Further Information

Publication History

Received 5 May 2008
Publication Date:
13 August 2008 (eFirst)

Abstract

1-Lithiated glycals generated by reaction of 1-phenylsulfinyl glycals with either t-BuLi or PhLi are transformed to 1-tributylstannyl glycals on reaction with tributyltin chloride.