Stereochemistry of the Epoxidations of Acyclic Allylic Amides. Applications toward the Synthesis of 2,3,6-Trideoxy-3-aminohexoses

DOI: 10.1021/jo00232a014

Source and publish data:

Journal of Organic Chemistry p. 5127 - 5136 (1987)

Update date:2022-08-04

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Authors:

Roush, William R.

Straub, Julie A.

Brown, Richard J.

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Article abstract of DOI:10.1021/jo00232a014

The stereochemistry of the epoxidation of several acyclic allylic amides is described.Diastereoselectivity in the (Z)-allylic amide series (compound 1) proved to be dependent both on the amide functionality and epoxidation reagent.The threo epoxide 3 was

Full text of DOI:10.1021/jo00232a014

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