1370458-05-1Relevant articles and documents
Total synthesis of nominal (11S)- and (11R)-cyclocinamide A
Garcia, Jessica M.,Curzon, Stephanie S.,Watts, Katharine R.,Konopelski, Joseph P.
, p. 2054 - 2057 (2012/06/29)
The cyclocinamides possess a unique β2αβ 2α 14-membered tetrapeptide core. The initially reported biological data and intriguing structure, which was without full stereochemical identification, necessitated synthesis of both nominal (all-S) cyclocinamide A and the 11R isomer. The completed synthesis is highlighted by the use of a (cyclo)asparagine-containing dipeptide as a turn inducing fragment. Due to inconsistencies in analytical data between natural and synthetic samples, a re-evaluation of the natural product stereochemistry appears necessary.