Selective Catalytic sp3 C-O Bond Cleavage with C-N Bond Formation in 3-Alkoxy-1-propanols

被引：28

作者：

Chen, Cheng ^{[3
]}

Hong, Soon Hyeok ^{[1
,2
,3
]}

机构：

[1] Seoul Natl Univ, Dept Chem, Coll Nat Sci, Seoul 151747, South Korea

[2] Korea Carbon Capture & Sequestrat R&D Ctr, Taejon 305303, South Korea

[3] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637371, Singapore

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 12期

基金：

新加坡国家研究基金会;

关键词：

DIRECT AMIDE SYNTHESIS; CARBON-OXYGEN BONDS; GRIGNARD-REAGENTS; RUTHENIUM COMPLEX; ALCOHOLS; ACTIVATION; AMINES; ESTERS; ETHERS; ALKYL;

D O I：

10.1021/ol3009842

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ruthenium catalyzed selective sp(3) C-O cleavage with amide formation was reported in reactions of 3-alkoxy-1-propanol derivatives and amines. The cleavage only occurs at the C3-O position even with 3-benzyloxy-1-propanol. Based on the experimental results, O-bound and C-bound Ru enolate complexes were proposed as key intermediates for the unique selective sp(3) C-O bond cleavage in 3-alkoxy-1-propanols.

引用

页码：2992 / 2995

页数：4

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