One-pot sequential alcohol oxidation and asymmetric α-oxyamination in aqueous media using recyclable resin-supported peptide catalyst

被引：38
作者：
Akagawa, Kengo [1 ]
Fujiwara, Takuma [1 ]
Sakamoto, Seiji [1 ]
Kudo, Kazuaki [1 ]
机构：
[1] Univ Tokyo, Inst Ind Sci, Meguro Ku, Tokyo 1538505, Japan
来源：
CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 42期
关键词：
TRANSFER HYDROGENATION; TRANSITION-METAL; MULTICOMPONENT REACTIONS; CASCADE CATALYSIS; RELAY CATALYSIS; TANDEM METAL; ORGANOCATALYSIS; COMBINATION; ALKYLATION; ALDEHYDES;
D O I：
10.1039/c0cc02301a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient tandem reaction system was developed, in which primary alcohols were used for the oxidation to the corresponding aldehydes followed by an asymmetric alpha-oxyamination with a resin-supported peptide catalyst.
引用
收藏
页码：8040 / 8042
页数：3
相关论文
共 52 条
[1]   Organocatalytic asymmetric transfer hydrogenation in aqueous media using resin-supported peptide having a polyleucine tether [J].
Akagawa, Kengo ;
Akabane, Hajime ;
Sakamoto, Seiji ;
Kudo, Kazuaki .
ORGANIC LETTERS, 2008, 10 (10) :2035-2037
[2]   Efficient Asymmetric α-Oxyamination of Aldehydes by Resin-Supported Peptide Catalyst in Aqueous Media [J].
Akagawa, Kengo ;
Fujiwara, Takuma ;
Sakamoto, Seiji ;
Kudo, Kazuaki .
ORGANIC LETTERS, 2010, 12 (08) :1804-1807
[3]   Friedel-Crafts-type alkylation in aqueous media using resin-supported peptide catalyst having polyleucine [J].
Akagawa, Kengo ;
Yamashita, Takuhiro ;
Sakamoto, Seiji ;
Kudo, Kazuaki .
TETRAHEDRON LETTERS, 2009, 50 (40) :5602-5604
[4]   Asymmetric transfer hydrogenation in aqueous media catalyzed by resin-supported peptide having a polyleucine tether [J].
Akagawa, Kengo ;
Akabane, Hajime ;
Sakamoto, Seiji ;
Kudo, Kazuaki .
TETRAHEDRON-ASYMMETRY, 2009, 20 (04) :461-466
[5]   Enantioselective Robinson-Type Annulation Reaction Catalyzed by Chiral Phosphoric Acids [J].
Akiyama, Takahiko ;
Katoh, Takuya ;
Mori, Keiji .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (23) :4226-4228
[6]  
Bard A. J., 1985, STANDARD POTENTIALS
[7]   Asymmetric Construction of Polycyclic Indoles through Olefin Cross-Metathesis/Intramolecular Friedel-Crafts Alkylation under Sequential Catalysis [J].
Cai, Quan ;
Zhao, Zhuo-An ;
You, Shu-Li .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (40) :7428-7431
[8]   Tandem and domino catalytic strategies for enantioselective synthesis [J].
Chapman, Christopher J. ;
Frost, Christopher G. .
SYNTHESIS-STUTTGART, 2007, (01) :1-21
[9]   Tandem metal- and organocatalysis in sequential hydroformylation and enantioselective aldol reactions [J].
Chercheja, Serghei ;
Eilbracht, Peter .
ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (11-12) :1897-1905
[10]   Tandem Metal and Organocatalysis in Sequential Hydroformylation and Enantioselective Mannich Reactions [J].
Chercheja, Serghei ;
Rothenbuecher, Thomas ;
Eilbracht, Peter .
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (03) :339-344
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