An asymmetric synthesis of a 3-hydroxy-β-lactam by keteneimine cycloaddition: Utilization of chiral ketenes from carbohydrates

DOI: 10.1016/S0040-4039(00)74481-9

Source and publish data:

Tetrahedron Letters p. 1039 - 1040 (1991)

Update date:2022-08-06

Topics:

Authors:

Borer, Bennett C.

Balogh, Douglas W.

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Article abstract of DOI:10.1016/S0040-4039(00)74481-9

The Staudinger reaction of a chiral carbohydrate-based ketene and an imine proceeds to give, after removal of the sugar, cis-3-hydroxy-β-lactam 7 in moderate yield with good asymmetric induction (70% e.e.).

Full text of DOI:10.1016/S0040-4039(00)74481-9

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