Synthesis of furanoid sugar amino acids. oligonucleotide synthesis.

Abstract

A novel cycloetherification process involving a facile 5-exo SN2-type ring closure by intramolecular opening of a ter- minal aziridine ring by a gamma-hydroxyl group, with concomitant debenzylation, during the deprotection of a dithioacetal moiety following a method developed by Mehta and Uma (Tetrahedron Lett., 1996, 37, 1897-1898) using nitrogen oxides, served as the key step in the stereoselective syntheses of furanoid sugar amino acids.(I) leading to a novel methodology to the synthesis of a,a' -trans-dialkyl cyclic ethers (8). Keywords: Photosensitized electron transfer (PET), episelenonium radical cation, oxyselenylation, a,a' -trans-dialkyl cyclic ethers.been subjected to some kind of chemical or biological examination; thus vast majority of natural wealth remains unexplored. Studies on marine natural products initiated only recently have yielded molecules with exotic molecular architecture and diverse bioactivity. Well-directed research on natural products will enrich our bioresource base. In the current millennium, India is in a pre-eminent position to contribute towards natural product research with the utilization of its rich knowledge base and biodiversity.