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Review | Regular issue | Vol 23, No. 3, 1985, pp.691-729
Published online, 1st January, 1970
DOI: 10.3987/R-1985-03-0691
D-Ribonolactone in Organic Synthesis — A Review

Krishna L. Bhat, Shin-Yih Chen, and Madeleine M. Joullié*

*Department of Chemistry, University of Pennsylvania, 231 South 34th Street Philadelphia, PA 19104-6323, U.S.A.

Abstract

The use of D-ribonolactone, on inexpensive, commercialiy available sugar, as a chiral template in organic synthesis is described. The versatility of this compound is illustrated with selected examples from the literature. The regio- and stereoselective functionalizaotion of D-ribonolactone and its use in the synthesis of precursors for many natural products demonstrate that D-ribonolactone is a valuable alternative to other sugars.