Synthesis of the C15-C35 northern hemisphere subunit of the chivosazoles.
An advanced C15-C35 subunit of the chivosazole polyene macrolides was prepared in a convergent manner, exploiting boron-mediated aldol reactions for the stereocontrolled construction of the C15-C26 and C27-C35 segments, followed by their Pd/Cu-promoted Stille coupling to configure the signature (23E,25E,27Z)-triene motif. Correlation with a known C28-C35 degradation fragment of chivosazole A was also achieved.
University Chemical Laboratory, Lensfield Road, Cambridge, CB2 1EW, UK. ip100@cam.ac.uk
Ian
I
Paterson
Lisa J
LJ
Gibson
S B Jennifer
SB
Kan
D018942:Macrolides / Q000138:chemical synthesis*; D015394:Molecular Structure
D018942:Macrolides; C096623:chivosazol A; C547318:chivosazole F