Ethylene ethyleneketones

Hydroxy-3,4 -dimethoxychalcone treated briefly with excess NaBH4 in methanol, the resulting oily intermediate separated by decantation and warmed with wet acetic acid -> 4, 8-dimethoxyflavan. Y 70%. F. e. s. L. Jurd, Chem. Ind. 1967, 2175 alcohols from a,y -ethyleneketones, also selective reduction to 2-ethylene-alcohols with LiAlH4, or to ketones with Li-hydrido-tert-butoxoaluminate s. W. L. Dilling and R. A. Plepys, Chem. Commun. 1969, 417. 

A soln. of startg. ketone in toluene, triethyl phosphite (for in situ reduction of labile hydroperoxide intermediates), and 5 mol% of the chiral cinchonine catalyst added successively to 50% aq. NaOH, and the mixture stirred vigorously at room temp, with 02-bubbling for 5 h - (S)-product. Y 95% (e.e. 79%). F.e. and cyclic p,y-ethylene-a-hydroxyketones from a,P-ethyleneketones s. M. Masui et al., Tetrahedron Letters 29, 2835-8 (1988). 

Palladous chloride sodium dichromate a,y -Ethyleneketones and a-diketones from ethylene derivatives via palladous chloride jr-allyl complexes... 

Curtius degradation 16, 560 enamines 16, 65 ethylene derivatives by reductoamination, ozonolytic 18, 530 ethyleneketones 18, 465 hydrazines s. N-Deamina-tion... 

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