FIRST DIASTEREOSELECTIVE SYNTHESIS OF ENANTIOMERICALLY PURE SELENONIUM SALTS BY REACTION OF CHIRAL HALOSELENURANES WITH GRIGNARD REAGENTS

Abstract

A series of enantiomerically pure selenonium salts 2 were prepared, using 2-exo-hydroxy-10-bornyl group as a chiral ligand, in good yield and selectivity by the reaction of chiral halooxaselenuranes 1 with Grignard reagents. A sharp pyramidal structure with R_Se absolute configuration at the selenium atom was confirmed by an X-ray analysis of 2b. The stereochemical outcome turned out to be different with that of the telluronium salts.

^† Deceased January 12, 1998.

ACKNOWLEDGMENT

This work was supported by Grants-in-Aid for Scientific Research from the Ministry of Education, Sciences, Sports and Culture, Japan.

Notes

^† Deceased January 12, 1998.