Diastereoselective reduction of chiral N-tosyl 2-Benzoyl-1,3-oxazines derived from D-glucose

Add time:07/26/2019    Source:sciencedirect.com

Stereochemistry of reduction of the diastereomerically pure N-tosyl 2-benzoyl-1,3-oxazines prepared from D-glucose was investigated with various reducing agents. It was found that the stereochemical outcome is consistent with the Cram's chelation model where the ring oxygen atom is involved in chelation, not the tosyl oxygen as in the 5-membered oxazolidines.

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