Palladium catalyzed oxidation of monoterpenes:: novel oxidation of myrcene with dioxygen

被引:22
作者
Gonçalves, JA
Howarth, OW
Gusevskaya, EV [1 ]
机构
[1] Univ Fed Minas Gerais, Dept Quim, BR-31270901 Belo Horizonte, MG, Brazil
[2] Univ Warwick, Ctr NMR, Dept Chem, Coventry CV4 7AL, W Midlands, England
关键词
palladium; myrcene; dioxygen; oxidation;
D O I
10.1016/S1381-1169(02)00061-4
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Myrcene can be efficiently and selectively oxidized by dioxygen in glacial acetic acid containing LiCl, in the presence of the PdC2-CuCl2 catalytic combination, yielding two isomers of a new functionalized monoterpene, i.e., 3-(1-acetoxy-1-methylethyl)-1-vinylcyclopentene and 4-(1-acetoxy-1-methylethyl)-1-vinylcyclopentene, as major products. These compounds have a pleasant scent with a flower or fruit tinge and could be used as components of synthetic perfumes. The activities of Pd(OAc)(2)-LiNO3, Pd(OAc)(2)-Cu(NO3)(2) and Pd(OAc)(2)-benzoquinone systems in myrcene oxidation have also been examined. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:97 / 104
页数:8
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