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
收藏
页码：998 / 1000
页数：3
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