INTERMOLECULAR CARBONYL-ENE APPROACH TO THE BICYCLIC ANALOGS OF ENEDIYNE ANTIBIOTICS, NEOCARZINOSTATIN, C-1027, AND KEDARCIDIN - HIGHLY DIASTEREOSELECTIVE CARBONYL-ENE REACTION WITH AN ALKYNE-COBALT COMPLEX
K. Mikami et al., INTERMOLECULAR CARBONYL-ENE APPROACH TO THE BICYCLIC ANALOGS OF ENEDIYNE ANTIBIOTICS, NEOCARZINOSTATIN, C-1027, AND KEDARCIDIN - HIGHLY DIASTEREOSELECTIVE CARBONYL-ENE REACTION WITH AN ALKYNE-COBALT COMPLEX, Synlett, (9), 1996, pp. 833
The alkoxy(methyl)aluminum chloride promoted intermolecular carbonyl-e
ne reaction of a conjugated ynal enophile bearing terminal ester funct
ion with an alkyne-cobalt complexed ene component is found to be highl
y erythro-diastereoselective, producing a multifunctionalized product
which can be efficiently elaborated to the enediyne cores of neocanino
statin, C-1027, and kedarcidin.