Bulletin of the Chemical Society of Japan

One-Step Preparation of. ALPHA.-Chloro-. ALPHA.,. BETA.-unsaturated Carbonyl Compounds by the Reaction of Silyl Enol Ethers with TiCl4-LiAlH4-CCl4.

M Mitani, Y Kobayashi

Index: Mitani, Michiharu; Kobayashi, Yoshinori Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 1 p. 284 - 286

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Citation Number: 8

Abstract

286 NOTES (M+; 100). HR—MS, Foundzm/z 132.0336 (M+). Calcd for CsHQOCl: M, 132.0340. (Z)-4—Ch10ro—3—octen-5-one (36): IR 1714 (C=O), 1618 (0:0) cm—l; 1HNMR 6=7.15 (t, 1H, J=7.7 Hz, CH=C), 2.80 (t, 2H, J=7.7 Hz, CH2CO)' 2.46 (app quint, 2H, J:7.7 Hz, CH2CH=C), 2.07—1.40 (m, 2H, 0H20H2), 1.16 (t, 3H, J:7.2 Hz, CH30H3CH2), 1.00 (t, 311, J:7.2 Hz, CH3CH2CH:C); 13CNMR 6:139.85, 40.35, 22.51, 17.30, 13.60, 1213; MS m/z ...