INITIATED TERT-BUTYL HYDROPEROXIDE-LOADED LOW-TEMPERATURE AUTOXIDATION OF ALKENES - ALTERNATIVE HYDROPEROXIDE SYNTHESES AND THE PREPARATION OF A COMPLETE SET OF REFERENCE MATERIALS

被引:10
作者
COURTNEIDGE, JL
BUSH, M
LOH, LS
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 12期
关键词
D O I
10.1039/p19920001539
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A complete set of characterization data for the allylic hydroperoxides prepared from 1 -methylcyclohexene and the isomeric 4-methyloct-4-enes is presented. The data relies upon the preparation of allylic hydroperoxides by tert-butyl hydroperoxide-loaded autoxidations, singlet-ene oxidations and nucleophilic substitution reactions. Appropriate allylic alcohols and relevant scission products have been prepared to support the assignments given.
引用
收藏
页码:1539 / 1548
页数:10
相关论文
共 66 条
[11]   CONVENIENT AND GENERAL PREPARATION OF ALKYL HYDROPEROXIDES AND DIALKYL PEROXIDES [J].
COOKSON, PG ;
DAVIES, AG ;
ROBERTS, BP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (24) :1022-1023
[12]   CHEMICAL AND ENZYMIC SYNTHESES OF 5-HPETE - KEY BIOLOGICAL PRECURSOR OF SLOW-REACTING SUBSTANCE OF ANAPHYLAXIS (SRS), AND 5-HETE [J].
COREY, EJ ;
ALBRIGHT, JO ;
BARTON, AE ;
HASHIMOTO, SI .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (04) :1435-1436
[13]  
CRIEGEE R, 1948, LIEBIGS ANN CHEM, V560, P135
[14]  
DIRLAM N, 1969, THESIS UCLA
[15]   GAMMA-FUNCTIONAL VINYLIC GRIGNARD-REAGENTS .1. REACTIVITY OF ORGANOMAGNESIUM COMPOUNDS WITH ALPHA-ACETYLIC ALCOHOLS IN THE PRESENCE OF CUPROUS HALIDES [J].
DUBOUDIN, JG ;
JOUSSEAUME, B .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 168 (01) :1-11
[16]  
FIESER LF, 1967, REAGENTS ORGANIC SYN, V1, P584
[17]   PHOTOSENSITIZED OXYGENATIONS AND ROLE OF SINGLET OXYGEN [J].
FOOTE, CS .
ACCOUNTS OF CHEMICAL RESEARCH, 1968, 1 (04) :104-&
[18]   SYNTHESIS OF A SATURATED LIPID HYDROPEROXY-CYCLIC PEROXIDE [J].
FRANKEL, EN ;
WEISLEDER, D ;
NEFF, WE .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (15) :766-767
[19]  
FRIMER AA, 1985, SINGLET O2, V1
[20]  
FRMER AA, 1977, J ORG CHEM, V42, P3194