A second-generation total synthesis of spirastrellolide A methyl ester.
Marine macrolides: an improved second-generation total synthesis of the anticancer macrolide spirastrellolide A methyl ester has been achieved. The synthesis features a uniformly high level of stereocontrol combined with more expedient fragment assembly, and demonstrates a critical dependence of the crucial macrolactonization step on the substitution pattern of the C22-C24 linker region.
University Chemical Laboratory, Cambridge, UK. ip100@cam.ac.uk
Ian
I
Paterson
Philip
P
Maltas
Stephen M
SM
Dalby
Jong Ho
JH
Lim
Edward A
EA
Anderson
D000080:Acetals / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds
D000080:Acetals; D000970:Antineoplastic Agents; D018942:Macrolides; D013141:Spiro Compounds; C475125:spirastrellolide A