172269-36-2Relevant articles and documents
Synthesis of the C4-C17 fragment of saliniketals a and b
Dias, Luiz C.,Perez, Carla C.
, p. 2930 - 2939 (2013)
A highly stereoselective synthesis of the C4-C17 fragment of saliniketals A and B was completed. The key steps in this synthesis included a syn-aldol reaction mediated by a boron enolate and a double diastereodifferentiating aldol reaction mediated by a titanium enolate. Moreover, a substrate-controlled Grignard reaction, an intramolecular Wacker-type cyclization and a Seyferth-Gilbert homologation provided the C4-C17 fragment of saliniketals A and B in 16 steps and with a 7 % overall yield. Copyright
Confirmation of the stereostructure of (+)-cytostatin by fluorous mixture synthesis of four candidate stereoisomers
Jung, Won-Hyuk,Guyenne, Sabrina,Riesco-Fagundo, Concepcion,Mancuso, John,Nakamura, Shuichi,Curran, Dennis P.
, p. 1130 - 1133 (2008/09/21)
Mix and match: Four closely related candidate isomers for cytostatin have been synthesized by using the technique of fluorous mixture synthesis. Comparison of NMR, thin-layer chromatography, and optical rotation data enabled the three isomers that were not cytostatin to be identified. Thus, by a process of elimination (disproof), the isomer corresponding to cytostatin was determined, and the 4S,5S,6S,9S,10S,11S configuration confirmed. (Chemical Equation Presented).