Journal of Organic Chemistry p. 6014 - 6017 (1994)
Update date:2022-08-03
Topics: Intramolecular C-H Insertion Diastereoselective synthesis
Taber
Walter
Meagley
The first stage in a proposed total synthesis of the clinically effective anticancer agent taxol 1 is reported. A key step in this synthesis is the development of a new procedure for the generation and cyclization of the alkylidene carbene derived from ketone 9, to give cyclopentene 16 (formation of three new carbon-carbon bonds) in 72% yield. Ozonolysis of 16 followed by aldol condensation furnished the crystalline cyclohexenone 4.
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Doi:10.1016/S0957-4166(00)86252-7
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