Tetrahedron Letters

Condensation of enol silyl ethers and dialkoxymethanes catalyzed by trimethylsilyl trifluoromethanesulfonate. Regiospecific synthesis of α-alkoxymethyl ketones

S Murata, M Suzuki, R Noyori

Index: Murata, S.; Suzuki, M.; Noyori, R. Tetrahedron Letters, 1980 , vol. 21, p. 2527 - 2528

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Citation Number: 32

Abstract

The condensation of enol silyl ethers (II) and dialkoxymethanes(III) was conducted in dlchloromethane containing catalytic amounts (5-10 mol 70) of I and a sterieally hindered nitrogen base such as 2, 6-di-t_ybutylpyridine(VI or dicycLohexylmethylamine(VI). The typical procedure is illustrated by the preparation of 2-benzylox~ ethylcyclopent~ one. I- Trimethylsiloxycyclopentene(561 mg, 3.1 mmol) and V (63 mg, 0.33 mmol) were dissolved ...