Journal of Organic Chemistry p. 6571 - 6573 (1995)
Update date:2022-08-03
Topics:
Taber, Douglass F.
Sahli, Ayman
Yu, Han
Meagley, Robert P.
It is observed that chloride 4 on exposure to sodium bis(trimethylsilyl)amide smoothly generates the cyclopentene 5, by insertion of the intermediate alkylidene carbene into the methine C-H.Chloride 4 is prepared in several steps from L-tartaric acid.On ozonolysis and subsequent aldol condensation, 5 is transformed into 1, a synthon for the A ring of taxol 2.
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