A concise route to benzofused macrolactones via ynolides: cycloproparadicicol.
A new facile synthesis has been developed for nanomolar Hsp90 inhibitor, cycloproparadicicol (2). Our approach relied on cobalt-complexation promoted RCM, in combination with tandem Diels-Alder/retro-Diels-Alder reactions to assemble the resorcycinylic macrolactone.
Yang
Zhi-Qiang
ZQ
Laboratory for Bioorganic Chemistry, Sloan Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10021, USA.
Danishefsky
Samuel J
SJ
D003500:Cyclization; D003521:Cyclopropanes / Q000134:cerebrospinal fluid*; D007783:Lactones / Q000134:cerebrospinal fluid*; D018942:Macrolides / Q000138:chemical synthesis*; D012118:Resorcinols / Q000138:chemical synthesis*
D003521:Cyclopropanes; D007783:Lactones; D018942:Macrolides; D012118:Resorcinols; C477936:cycloproparadicicol