STEREOSELECTIVE SYNTHESIS OF A TERPYRROLIDINE UNIT, A POTENTIAL BUILDING-BLOCK FOR ANION RECOGNITION

Authors
ARNDT HD POLBORN K KOERT U
Citation
Hd. Arndt et al., STEREOSELECTIVE SYNTHESIS OF A TERPYRROLIDINE UNIT, A POTENTIAL BUILDING-BLOCK FOR ANION RECOGNITION, Tetrahedron letters, 38(22), 1997, pp. 3879-3882
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
22
Year of publication
1997
Pages
3879 - 3882
Database
ISI
SICI code
0040-4039(1997)38:22<3879:SSOATU>2.0.ZU;2-L
Abstract
The first stereoselective synthesis of a trans-threo-trans-threo-trans terpyrrolidine was achieved. A bidirectional strategy involving doubl e acetylide coupling of two trans-N-BOC-pyrrolidine-aldehydes 3, epime risation-free hydrogenation and ring closure via a seven-membered cycl ic sulfate gives access to the terpyrrolidine scaffold. (C) 1997 Elsev ier Science Ltd.