Tetrahedron letters

Switchover of diastereofacial selectivity in the condensation reaction of optically active N-sulfinimine with ester enolate

T Fujisawa, Y Kooriyama, M Shimizu

Index: Fujisawa, Tamotsu; Kooriyama, Yuuji; Shimizu, Makoto Tetrahedron Letters, 1996 , vol. 37, # 22 p. 3881 - 3884

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Citation Number: 77

Abstract

Both diastereomers of β-aminoester can be obtained diastereoselectively in the reaction of optically active N-sulfinimine possessing 2-methyl-1, 3-dioxolanyl group with ester enolate simply by changing the enolate metal species, additives, and solvents. The β-aminoester can be converted into the corresponding 3-unsubstituted β-lactam.