E-mail

E-mail a Wiley Online Library Link

John E. Lynch, Dr. Shannon D. Zanatta, Prof. Dr. Jonathan M. White and Prof. Dr. Mark A. Rizzacasa Stereoselective Total Synthesis of (−)-Spirofungin A by Utilising Hydrogen-Bond Controlled Spiroketalisation Chemistry - A European Journal 17

Article first published online: 10 DEC 2010 | DOI: 10.1002/chem.201002501

Thumbnail image of graphical abstract

Spiro key: The stereoselective total synthesis of the spiroketal-containing Streptomyces metabolite (−)-spirofungin A (1) is described. A key step involved a spiroketalisation controlled by an intramolecular hydrogen bond, which favoured the desired spiroketal 2 (13:1 ratio). Other key steps include an efficient cross-metathesis to form the spiroketal precursor and a Stille cross-coupling reaction. A final Wittig extension followed by deprotection gave 1.

Complete the form below and we will send an e-mail message containing a link to the selected article on your behalf

Required = Required Field

SEARCH