Total syntheses and re-assignment of configurations of the cyclopeptides lissoclinamide 4 and lissoclinamide 5 from Lissoclinum patella
作者:Christopher D. J. Boden、Gerald Pattenden
DOI:10.1039/a909360e
日期:——
The total synthesis of lissoclinamide 4 and lissoclinamide 5, which are novel oxazoline/thiazole/thiazoline-based cyclopeptides isolatedfrom the ascidian (“sea squirt”) Lissoclinum patella, are described. The synthesis of the bis-thiazole based lissoclinamide 5 necessitated the development of practical solutions to the elaboration of enantiomericallypure valine and phenylalanine substituted thiazoles
The real structure of patellamide A, a cytotoxic lipophilic cyclic peptide from a marine tunicate, has been unambiguously determined by the synthesis of both its proposed and revised structures.