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Combining α-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]ClO(4) results in efficient intermolecular alkyne hydroacylation to deliver α-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.

Original publication

DOI

10.1021/ol1030662

Type

Journal article

Journal

Org lett

Publication Date

04/03/2011

Volume

13

Pages

998 - 1000

Keywords

Aldehydes, Alkynes, Catalysis, Combinatorial Chemistry Techniques, Ethers, Ketones, Molecular Structure, Rhodium, Silver Nitrate, Water