Comparative autoxidation of 3-carene and α-pinene:: Factors governing regioselective hydrogen abstraction reactions.

被引:56
作者
Rothenberg, G [1 ]
Yatziv, Y [1 ]
Sasson, Y [1 ]
机构
[1] Hebrew Univ Jerusalem, Casali Inst Appl Chem, IL-91904 Jerusalem, Israel
关键词
D O I
10.1016/S0040-4020(97)10319-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Autoxidation reactions of 3-Carene 1 and alpha-Pinene 2 were performed using various homogeneous catalysts. Different product and regio-selectivities were observed. The factors that promote hydrogen abstraction (HA) reactions in both molecules are discussed, and it is proposed that the difference in the product selectivities is due to the lack of "cyclic activation" in 2. Oxidation of 1 produced mainly 3-carene-5-one 3, while 2 yielded 2,3-epoxypinane 6 as the major product. (C) 1997 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:593 / 598
页数:6
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