Chemistry of acetylenic ethers. Part 88: Synthesis of β??hydroxy??alkynes, substituted at the α??carbon atom

A Schaap, L Brandsma, JF Arens

Index: Schaap,A. et al. Recueil des Travaux Chimiques des Pays-Bas, 1967 , vol. 86, p. 393 - 398

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Citation Number: 15

Abstract

Abstract Metallation of allenyl thioethers, R 1 CH [DOUBLE BOND] C [DOUBLE BOND] CHSC 2 H 5 (I)(R 1= alkyl), by means of methyl-or butyl-lithium in ether, followed by addition of aldehydes or ketones, R 2 R 3 C [DOUBLE BOND] O (R 2 and R 3 are H or alkyl), affords a mixture of the two carbinols R 1 CH [DOUBLE BOND] C [DOUBLE BOND] C [[BOND] CR 2 R 3 C (OH)](SC 2 H 5)(III) and R 1 CH [[BOND] CR 2 R 3 (OH)] C [TRIPLE BOND] CSC 2 H ...