Perkin communications. Radical cyclization in stereospecific introduction of chirality at ‘off template site’ of 1,2-O-isopropylidene-α-D-xylo-hexofuranose

Rao, A. V. Rama ; Yadav, J. S. ; Rao, C. Srinivas ; Chandrasekhar, S. (1990) Perkin communications. Radical cyclization in stereospecific introduction of chirality at ‘off template site’ of 1,2-O-isopropylidene-α-D-xylo-hexofuranose J. Chem. Soc., Perkin Trans. 1 (4). pp. 1211-1213. ISSN 0300-922X

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Official URL: http://doi.org/10.1039/p19900001211

Related URL: http://dx.doi.org/10.1039/p19900001211

Abstract

Bromoacetals derived from 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-ynofuranose (9) undergo facile free radical cyclization leading to the formation of olefinic acetals which are chemially manipulated to introduce either of the chiralities at C-5 of α-D-hexofuranose.

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