Efficient synthesis of the C(1)-C(11) fragment of the tedanolides. The nonaldol aldol process in synthesis.
[reaction: see text] The nonaldol aldol process developed in our laboratories has been applied to the synthesis of a C(1)-C(11) fragment 22 of the novel macrocyclic cytotoxic agents tedanolide and 13-deoxytedanolide 1 and 2. The commercially available hydroxy ester 7 was converted in 24 steps into compound 22 using two nonaldol aldol reactions.
Jung
M E
ME
Department of Chemistry and Biochemistry, University of California, Los Angeles 90095-1569, USA. jung@chem.ucla.edu
Marquez
R
R
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis / Q000737:chemistry*; D008386:Marine Biology; D015394:Molecular Structure
C409106:13-deoxytedanolide; D000903:Antibiotics, Antineoplastic; D007783:Lactones; D018942:Macrolides; C119775:tedanolide