Journal of the Chemical Society. Chemical communications p. 801 - 802 (1991)
Update date:2022-08-05
Topics:
Anastasis, Panayiotis
Duffin, Raymond
Gilmore, Christopher
Overton, Karl
The 'racemate' 1A/1B cyclises on heating to the enol 5 via an 'ene' reaction; at two-thirds completion, the recovered enone 1A/1B has <α>D -62 deg (1B has <α>D -132 deg); kinetic 'resolution' results from a deuterium isotope effect for the cyclization (kH/kD ca. 1.8); the absolute stereochemistry of compound 6a is determined by X-ray analysis.
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