ASYMMETRIC SYNTHESIS OF β-LACTAMS. II. HIGHLY EFFECTIVE ASYMMETRIC INDUCTION BY MEANS OF "TITANIUM TEMPLATE"

DOI: 10.1016/S0040-4039(00)71492-4

Source and publish data:

Tetrahedron Letters p. 2081 - 2084 (1980)

Update date:2022-07-29

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Authors:

Ojima, Iwao

Inaba, Shin-ichi

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Article abstract of DOI:10.1016/S0040-4039(00)71492-4

The reaction of dimethylketene methyl trimethylsilyl acetal with the Schiff bases of chiral α-amino esters in the presence of titanium tetrachloride gave the corresponding β-lactams with extremely high stereoselectivity (up to <*>99percent diastereomeric purity).Possible mechanism for the highly effective assymmetric induction using "titanium template" is proposed.

Full text of DOI:10.1016/S0040-4039(00)71492-4

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