Diversity-oriented synthesis of polyketide natural products via iterative chemo- and stereoselective functionalization of polyenoates: development of a unified approach for the C(1-19) segments of lituarines A-C.
A unified, stereocontrolled synthesis of the C(1-19) segments of the lituarines A-C (1-3) has been achieved, highlighted by application of an iterative chemo- and stereoselective trienoate functionalization protocol, a strategy that holds considerable promise for the diversity oriented synthesis of polyketides.
Smith
Amos B
AB
Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA. smithab@sas.upenn.edu
Walsh
Shawn P
SP
Frohn
Michael
M
Duffey
Matthew O
MO
D001688:Biological Products / Q000138:chemical synthesis*; D004852:Epoxy Compounds / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D001688:Biological Products; D004852:Epoxy Compounds; D013141:Spiro Compounds; C442895:lituarine A; C442897:lituarine B; C442896:lituarine C