ELECTRON-TRANSFER-INDUCED PHOTOADDITIONS OF THE SILYL AMINE ET2NCH2TMS TO ALPHA,BETA-UNSATURATED CYCLOHEXENONES - DUAL REACTION PATHWAYS BASED ON ION-PAIR-SELECTIVE CATION-RADICAL CHEMISTRY

被引:146
作者
HASEGAWA, E
WEI, X
MARIANO, PS
YOON, UC
KIM, JU
机构
[1] UNIV MARYLAND,DEPT CHEM & BIOCHEM,COLLEGE PK,MD 20742
[2] PUSAN NATL UNIV,DEPT CHEM,PUSAN 609735,SOUTH KOREA
关键词
D O I
10.1021/ja00232a023
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:8099 / 8111
页数:13
相关论文
共 86 条
[1]   PHOTOCHEMICAL REACTIONS .52. PHOTOCHEMISTRY OF ALPHA BETA-UNSATURATED CYCLIC KETONES . SPECIFIC REACTIONS OF N,PI'- AND PI,PI'-TRIPLET STATES OF O-ACETYLTESTOSTERONE AND 10-METHYL-DELTA-1,9-OCTALONE-2 [J].
BELLUS, D ;
KEARNS, DR ;
SCHAFFNE.K .
HELVETICA CHIMICA ACTA, 1969, 52 (04) :971-&
[2]   CONJUGATE ADDITION OF METHANOL TO ALPHA-ENONES - PHOTOCHEMISTRY AND STEREOCHEMICAL DETAILS [J].
BENKO, Z ;
FRASERREID, B ;
MARIANO, PS ;
BECKWITH, ALJ .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (09) :2066-2072
[3]   ELECTROLYTIC REDUCTION OF SOME ALPHA-BETA-UNSATURATED STEROID KETONES [J].
BLADON, P ;
CORNFORTH, JW ;
JAEGER, RH .
JOURNAL OF THE CHEMICAL SOCIETY, 1958, (FEB) :863-871
[4]   ARENE IMINIUM SALT ELECTRON-TRANSFER PHOTOCHEMISTRY - MECHANISTICALLY INTERESTING PHOTOADDITION PROCESSES [J].
BORG, RM ;
HEUCKEROTH, RO ;
LAN, AJY ;
QUILLEN, SL ;
MARIANO, PS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (09) :2728-2737
[5]   A NOVEL METHOD FOR HETEROATOM-SUBSTITUTED FREE-RADICAL GENERATION BY PHOTOCHEMICAL ELECTRON-TRANSFER-INDUCED DESILYLATION OF RXCH2ME3SI SYSTEMS [J].
BRUMFIELD, MA ;
QUILLEN, SL ;
YOON, UC ;
MARIANO, PS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (22) :6855-6856
[6]   Concerning the photochemical conversion of alpha beta-unsaturated steroid ketones under the effect of ultraviolet light (II Communication) [J].
Butenandt, A ;
Poschmann, L .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1940, 73 :893-897
[7]   PHOTOCHEMISTRY OF KETONES IN SOLUTION .64. REACTIVITY OF N,PI-STAR AND PI,PI-STAR TRIPLET EXCITED-STATES OF 4A-METHYL-4,4A,9,10-TETRAHYDRO-2(3H)-PHENANTHRONE [J].
CHAN, CB ;
SCHUSTER, DI .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (10) :2928-2929
[8]  
CHAPMAN OL, 1973, MOL PHOTOCHEMISTRY, V3, pCH3
[9]  
CHAPMAN OL, 1968, J AM CHEM SOC, V90, P1658
[10]   NON-AROMATIC AMINIUM RADICALS [J].
CHOW, YL ;
DANEN, WC ;
NELSEN, SF ;
ROSENBLATT, DH .
CHEMICAL REVIEWS, 1978, 78 (03) :243-274