Advances in singlet oxygen chemistry

被引:428
作者
Clennan, EL [1 ]
Pace, A
机构
[1] Univ Wyoming, Dept Chem, Laramie, WY 82071 USA
[2] Univ Palermo, Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy
基金
美国国家科学基金会;
关键词
photooxygenation; singlet oxygen; heteroatom oxidation;
D O I
10.1016/j.tet.2005.04.017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:6665 / 6691
页数:27
相关论文
共 243 条
[1]   Diastereoselective and regioselective singlet-oxygen ene reaction of oxazolidine-substituted alkenes: Control through hydrogen bonding mediated by the urea functionality of chiral auxiliaries [J].
Adam, W ;
Peters, K ;
Peters, EM ;
Schambony, SB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (31) :7610-7611
[2]   pi-Facial diastereoselectivity in the [4+2] cycloaddition of singlet oxygen as a mechanistic probe [J].
Adam, W ;
Prein, M .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (06) :275-283
[3]   Enecarbamates as selective substrates in oxidations:: Chiral-auxiliary-controlled mode selectivity and diastereoselectivity in the [2+2] cycloaddition and ene reaction of singlet oxygen and in the epoxidation by DMD and mCPBA [J].
Adam, W ;
Bosio, SG ;
Turro, NJ ;
Wolff, BT .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (05) :1704-1715
[4]  
Adam W, 1996, LIEBIGS ANN, P635
[5]   Efficient π-facial control in the ene reaction of nitrosoarene, triazolinedione, and singlet oxygen with tiglic amides of the bornane-derived sultam as chiral auxiliary:: An economical synthesis of enantiomerically pure nitrogen- and oxygen-functionalized acrylic acid derivatives [J].
Adam, W ;
Degen, HG ;
Krebs, O ;
Saha-Möller, CR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (44) :12938-12939
[6]   Highly diastereoselective dioxetane formation in the photooxygenation of enecarbamates with an oxazolidinone chiral auxiliary: Steric control in the [2+2] cycloaddition of singlet oxygen through conformational alignment [J].
Adam, W ;
Bosio, SG ;
Turro, NJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (30) :8814-8815
[7]   OXIDATION OF INDOLES BY SINGLET OXYGEN AND DIMETHYLDIOXIRANE - ISOLATION OF INDOLE DIOXETANES AND EPOXIDES BY STABILIZATION THROUGH NITROGEN ACYLATION [J].
ADAM, W ;
AHRWEILER, M ;
SAUTER, M ;
SCHMIEDESKAMP, B .
TETRAHEDRON LETTERS, 1993, 34 (33) :5247-5250
[8]   INDOLE DIOXETANES AND EPOXIDES BY OXIDATION OF N-ACYLATED INDOLES WITH SINGLET OXYGEN AND DIMETHYLDIOXIRANE - KINETICS AND CHEMILUMINESCENCE YIELDS OF THE THERMAL DIOXETANE DECOMPOSITION AND FLUORIDE ION-INDUCED CIEEL EMISSION [J].
ADAM, W ;
REINHARDT, D .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (07) :1503-1507
[9]   OXIDATION OF N-ACYLINDOLES BY DIMETHYLDIOXIRANE AND SINGLET OXYGEN - SUBSTITUENT EFFECTS ON THERMALLY PERSISTENT INDOLE EPOXIDES AND DIOXETANES [J].
ADAM, W ;
AHRWEILER, M ;
PETERS, K ;
SCHMIEDESKAMP, B .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (10) :2733-2739
[10]   INTRAMOLECULAR SILYL MIGRATION IN THE SINGLET OXYGENATION OF 2-METHYL-5-TRIMETHYLSILYLFURAN [J].
ADAM, W ;
RODRIGUEZ, A .
TETRAHEDRON LETTERS, 1981, 22 (36) :3505-3508