2-Cyclohexen-1-one → HCID 39240598, compound

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Reaction Steps

The title compound was prepared using the procedure as described in Example 28A, substituting 2-cyclopenten-1-one for cyclohexen-1-one, S-BINAP and 4-(dimethylamino)-phenylboronic acid for 4-(tertbutyl)-phenylboronic acid. The mixture was purified on SiO2 (hexane/ethyl acetate 4/1) to provide the title compound. [α]D=−22.31 c=1.0 (CH3OH). 1H NMR (CD3OD, 300 MHz); δ 1.85-2.01 (m, 1H), 2.21-2.40 (m, 4H), 2.42-2.50 (m, 1H), 2.88 (s, 6H), 3.29-3.39 (m, 1H), 6.78-6.81 (m, 2H), 7.11-7.21 (m, 2H). MS (DCI) m/z 204 (M+H)+.

Provenance & Evidence