275355-95-8Relevant academic research and scientific papers
Total synthesis of (-)-baconipyrone C
Yadav,Sathaiah,Srinivas
experimental part, p. 3545 - 3552 (2009/09/25)
A highly stereoselective asymmetric total synthesis of marine polypropionate (-)-baconipyrone C has been achieved. Utilization of desymmetrization technique to create five stereogenic centres, Sharpless epoxidation, Gilman's reaction and resolution of met
Studies in Marine Polypropionate Synthesis: Total Synthesis of (-)-Baconipyrone C
Paterson, Ian,Chen, David Yu-Kai,Acena, Jose Luis,Franklin, Alison S.
, p. 1513 - 1516 (2007/10/03)
(Equation Presented) An asymmetric total synthesis of the unusual siphonariid metabolite, (-)-baconipyrone C (3), is described. Key steps included a tin(II)-mediated aldol coupling for the preparation of the carboxylic acid 17 and two different boron-mediated aldol additions leading to alcohol 8. Ester formation using modified Yamaguchi conditions gave 24, leading on PMB deprotection to (-)-baconipyrone C.
