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Stereoselective synthesis of a terpyrrolidine unit, a potential building block for anion recognition

✍ Scribed by Hans-Dieter Arndt; Kurt Polborn; Ulrich Koert

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 257 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)00845-9

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✦ Synopsis

The first stereoselective synthesis of a trans-threo-trans-threo-trans terpyrrolidine was achieved. A bidirectional strategy involving double acetylide coupling of two trans-N-BOCpyrrolidine-aldehydes 3, epimerisation-free hydrogenation and ring closure via a seven-membered cyclic sulfate gives access to the terpyrrolidine scaffold.

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