Enantiospecific Synthesis of Trisubstituted Butyrolactone Natural Products and Their Analogs.
A general methodology for the synthesis of highly substituted butyrolactones in enantiomerically pure form has been developed. The application of this process in a highly efficient synthesis of lactone natural products blastmycinone (1), NFX-2 (2), antimycinone (3), and NFX-4 (4) and two lipid metabolites (5, 6) are described. Additionally, the total synthesis of 5-epi-blastmycinone (22), 5-epi-NFX-2 (21b), 5-epi-NFX-4 (21c), and lipid metabolite analogs (19, 20) are also described. The overall yields for the target molecules are the highest reported so far in the literature.
Sibi
Mukund P.
MP
Department of Chemistry, North Dakota State University, Fargo, North Dakota 58105-5516.
Lu
Jianliang
J
Talbacka
Chelsy L.
CL