A Facile Route to Steroidal 6-Deoxy-α-L-allopyranosides

F. R. van Heerden Department of Chemistry and Biochemistry, Rand Afrikaans University, P O Box 524, 2006 Auckland Park, Johannesburg, South Africa

J. T. Dixon Department of Chemistry and Biochemistry, Rand Afrikaans University, P O Box 524, 2006 Auckland Park, Johannesburg, South Africa

C. W. Holzapfel Department of Chemistry and Biochemistry, Rand Afrikaans University, P O Box 524, 2006 Auckland Park, Johannesburg, South Africa

Abstract

The synthesis of a steroidal 6-deoxy-α-L-allopyranoside from cholestanol and rhamnose is described. The crucial steps in the reaction sequence comprised the transformation of a pseudoglycal into the more steric hindered 2,3-cis-diol via an intermediate bromohydrin.

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A Facile Route to Steroidal 6-Deoxy-α-L-allopyranosides

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A Facile Route to Steroidal 6-Deoxy-α-L-allopyranosides

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