A Palladium-Catalyzed Dehydrogenative Diamination of Terminal Olefins

被引：98

作者：

Wang, Bin ^{[1
]}

Du, Haifeng ^{[1
]}

Shi, Yian ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 43期

基金：

美国国家卫生研究院;

关键词：

amination; dehydrogenation; palladium; terminal olefins;

D O I：

10.1002/anie.200803184

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A dynamic diamination: The title transformation has been developed with diaziridine 1 as the nitrogen source (see scheme; dba=trans,trans-dibenzylidene-acetone). The reaction proceeds through an allylic amination and subsequent cyclization, and a variety of terminal olefins can be effectively diaminated with high regioselectivity. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：8224 / 8227

页数：4

共 48 条

[31] Exploring the nickel-catalyzed oxidation of alkenes:: A diamination by sulfamide transfer
Muniz, Kilian
Streuff, Jan
Hoevelmann, Claas H.
Nunez, Ana
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (37) : 7125 - 7127
[32] Catalytic intermolecular linear allylic C-H amination via heterobimetallic catalysis
Reed, Sean A.
White, M. Christina
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (11) : 3316 - +
[33] Shimizu I., 2002, HDB ORGANOPALLADIUM, P1981
[34] The renaissance of palladium(II)-catalyzed oxidation chemistry
Sigman, MS
Schultz, MJ
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (18) : 2551 - 2554
[35] Palladium catalyzed aerobic dehydrogenation: From alcohols to indoles and asymmetric catalysis
Stoltz, BM
[J]. CHEMISTRY LETTERS, 2004, 33 (04) : 362 - 367
[36] Palladium(II)-catalyzed intramolecular diamination of unfunctionalized alkenes
Streuff, J
Hövelmann, CH
Nieger, M
Muñiz, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (42) : 14586 - 14587
[37] THIADIAZIRIDINE 1,1-DIOXIDES - SYNTHESIS AND CHEMISTRY
TIMBERLAKE, JW
ALENDER, J
GARNER, AW
HODGES, ML
OZMERAL, C
SZILAGYI, S
JACOBUS, JO
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (10) : 2082 - 2089
[38] NEW RULES OF SELECTIVITY - ALLYLIC ALKYLATIONS CATALYZED BY PALLADIUM
TROST, BM
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1980, 13 (11) : 385 - 393
[39] Tsuji J., 2004, PALLADIUM REAGENTS C, DOI DOI 10.1002/0470021209.CH1
[40] Electrophilic diamination of alkenes by using FeCl3-PPh3 complex as the catalyst
Wei, HX
Kim, SH
Li, GG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (14) : 4777 - 4781

← 1 2 3 4 5 →