Intramolecular Baylis-Hillman and morita reactions using unsaturated thiol ester substrates containing enolizable aldehydes.
[reaction: see text] Previously unknown intramolecular Baylis-Hillman and Morita reactions involving cyclization of an unsaturated thiol ester onto a pendant aldehyde function are reported. These can be used successfully for the preparation of both cyclopentenols and cyclohexenols, but the results are very sensitive to substrate and precise reaction conditions.
Keck
Gary E
GE
Department of Chemistry, University of Utah, Salt Lake City, Utah 84112-0850, USA. keck@chemistry.utah.edu
Welch
Dennie S
DS
D000447:Aldehydes / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
D000447:Aldehydes; D004952:Esters; D013438:Sulfhydryl Compounds