Hetero-Diels-Alder Reactions on a Carbohydrate Template: Stereoselective Synthesis of (S)-Anabasin

DOI: 10.1021/jo00279a001

Source and publish data:

Journal of Organic Chemistry p. 4261 - 4263 (1989)

Update date:2022-08-02

Topics: Stereoselective synthesis

Authors:

Pfrengle, Waldemar

Kunz, Horst

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Article abstract of DOI:10.1021/jo00279a001

Diastereoselective aza-Diels-Alder reaction using the tetra-O-pivaloyl-β-D-galactopyranosylamine as the chiral template affords the synthesis of enantiomerically pure 2-substituted piperidine derivatives, e.g. the tobacco alkaloid (S)-anabasin.

Full text of DOI:10.1021/jo00279a001

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