Tetrahedron Letters

A highly stereocontrolled and efficient synthesis of α-and β-pseudouridines

S Hanessian, R Machaalani

Index: Hanessian, Stephen; Machaalani, Roger Tetrahedron Letters, 2003 , vol. 44, # 45 p. 8321 - 8323

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Citation Number: 66

Abstract

A five-step practical and stereocontrolled synthesis of α-and β-pseudouridines from d- ribonolactone is described. The key step involves a highly stereoselective reduction of a hemiketal C-nucleoside intermediate in each case. Multi-gram quantities of β-pseudouridine can now be made available.

~92%

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[Tetrahedron Letters, , vol. 44, # 45 p. 8321 - 8323]