ChemInform Abstract: Stereoselective Synthesis of 2-Substituted Pyrrolidines.

6533b7ddfe1ef96bd1273c4d

RESEARCH PRODUCT

ChemInform Abstract: Stereoselective Synthesis of 2-Substituted Pyrrolidines.

Horst Kunz Sandrine Deloisy Heiko Tietgen

subject

chemistry.chemical_classification Aldimine chemistry Diastereomer Organic chemistry Stereoselectivity General Medicine Pyrrole derivatives

description

Using O -pivaloyl protected D-galactopyranosylamine and D-arabinopyranosylamine, ( S ) or ( R ) configured α-substituted homoallylamines are synthesized with high diastereoselectivity by reaction of the corresponding aldimines with allyltributylstannane. Electrophile-induced endo -trig-cyclization of these N -glycosylhomoallylamines gave the 2-substituted pyrrolidines of high diastereomeric purity.

year	journal	country	edition	language
2000-10-03	ChemInform

https://doi.org/10.1002/chin.200040106

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