O-Substituted Alkyl Aldehydes for Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Utility of Methylthiomethyl Ethers

被引：40

作者：

Parsons, Scott R. ^{[1
]}

Hooper, Joel F. ^{[1
]}

Willis, Michael C. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 05期

基金：

英国工程与自然科学研究理事会;

关键词：

FORMING TRANSFER HYDROGENATION; REDUCTIVE ALDOL REACTIONS; BETA; GAMMA-UNSATURATED KETONES; C-H; ENANTIOSELECTIVE SYNTHESIS; OXIDATION LEVEL; P LIGAND; ALKENES; SALICYLALDEHYDES; COMPLEXES;

D O I：

10.1021/ol1030662

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Combining a-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]CIO(4) results in efficient intermolecular alkyne hydroacylation to deliver alpha-O-MTM-substituted enone products. The product MTM ethers can be converted to the free hydroxyl group either in situ, by the addition of water to the completed reaction, or in a separate operation, by the action of silver nitrate.

引用

页码：998 / 1000

页数：3

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