ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7
Stereoselective total synthesis of protected sulfamisterin and its analogues
Jana Špaková Raschmanová, Miroslava Martinková, Jozef Gonda, and Alena Uhríková
Department of Organic Chemistry, Institute of Chemical Sciences, P. J. Šafárik University, Moyzesova 11, 040 01, Košice, Slovakia
Abstract: The stereoselective synthesis of sulfamisterin I and its unnatural analogues II and V in their protected form was achieved through a common strategy. The Wittig reaction of aldehydes VIII and IX with the C14 hydrophobic side-chain X served as the key C-C connecting transformation. Subsequent functional group inter-conversions in the coupling products XI and XX completed the total synthesis.
Keywords: sulfamisterin – total synthesis – stereoselective – α-substituted α-amino acid – Wittig reaction – serine palmitoyltransferase
Full paper is available at www.springerlink.com.
Chemical Papers 67 (10) 1317–1329 (2013)
Wednesday, August 10, 2022