Synthesis 2015; 47(17): 2549-2553
DOI: 10.1055/s-0034-1380146
special topic
© Georg Thieme Verlag Stuttgart · New York

An Organocatalytic Access to Spiro[4.5]decanes and Spiro[4.6]undecanes Containing Aminolactones and 3-Aminopyrrolidines

Morgan Cormier
a  COBRA, IRCOF, CNRS UMR 6014 & FR 3038, Université et INSA de Rouen, Mont Saint-Aignan, France
,
Aurélien Chardon
a  COBRA, IRCOF, CNRS UMR 6014 & FR 3038, Université et INSA de Rouen, Mont Saint-Aignan, France
b  Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, Université de Caen Basse-Normandie, CNRS, 6 boulevard du Maréchal Juin, 14050 Caen, France   Email: michael.depaolis@univ-rouen.fr
,
Jérôme Blanchet
b  Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, Université de Caen Basse-Normandie, CNRS, 6 boulevard du Maréchal Juin, 14050 Caen, France   Email: michael.depaolis@univ-rouen.fr
,
Jacques Rouden
b  Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, Université de Caen Basse-Normandie, CNRS, 6 boulevard du Maréchal Juin, 14050 Caen, France   Email: michael.depaolis@univ-rouen.fr
,
Jacques Maddaluno
a  COBRA, IRCOF, CNRS UMR 6014 & FR 3038, Université et INSA de Rouen, Mont Saint-Aignan, France
,
Michaël De Paolis*
a  COBRA, IRCOF, CNRS UMR 6014 & FR 3038, Université et INSA de Rouen, Mont Saint-Aignan, France
› Author Affiliations
Further Information

Publication History

Received: 19 December 2014

Accepted: 14 January 2015

Publication Date:
18 February 2015 (online)

Abstract

The organocatalyzed Mannich coupling of cyclic carboxaldehydes allowed the concise and simple preparation of spirocyclic aminolactones. Their conversion into pharmaceutically relevant spiro[4.5]cyclic and spiro[4.6]cyclic 3-aminopyrrolidines is also described.

Supporting Information

 
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