Volume 18, Issue 24
Natural Products
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ChemInform Abstract: Use of 2-Methyl-2-propanethiol in the Synthesis of C-Thioglycosyl Derivatives.

F. J. LOPEZ APARICIO

F. J. LOPEZ APARICIO

Dep. Org. Chem., Fac. Sci., Univ., Granada, Spain

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F. ZORRILLA BENITEZ

F. ZORRILLA BENITEZ

Dep. Org. Chem., Fac. Sci., Univ., Granada, Spain

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F. SANTOYO GONZALEZ

F. SANTOYO GONZALEZ

Dep. Org. Chem., Fac. Sci., Univ., Granada, Spain

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J. L. ASENSIO ROSELL

J. L. ASENSIO ROSELL

Dep. Org. Chem., Fac. Sci., Univ., Granada, Spain

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First published: June 16, 1987

Abstract

Reaction of (I) with 2-methyl-2-propanethiol in an acidic medium yields a mixture of the diastereomers (II).

ChemInform Abstract

Reaction of (I) with 2-methyl-2-propanethiol in an acidic medium yields a mixture of the diastereomers (II). Prolonged reaction gives the β-thiofuranoside (IV), together with (II) as by-products. In addition to (III), the corresponding α-anomer (V) is obtained by cyclization of the tert-butylthio derivative (IV), prepared from (I) in two steps. (IR-, MS-, 1H-, 13C-NMR-data).

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