Intramolecular cyclization of nerol and the related ()-allylic alcohols by means of TiCl4-PhNHMe complex. Synthesis of nezukone |
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Authors: | Tadashi Saito Akira Itoh Koichiro Oshima Hitosi Nozaki |
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Institution: | Department of Industrial Chemistry, Faculty of Engineering Kyoto University, Yoshida, Kyoto 606, Japan |
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Abstract: | Nerol is cyclized to terpinyl chloride or bromide in the presence of TiX4-PhNHMe (1:1) complex in dichloromethane at ?23 °C, while cyclization of ()-allylic alcohols CH2=CR-CH2CH2CMe=CHCH2OH (R = H, Me, Cl) produces seven-membered ring products in fair yields. |
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