Solid-phase synthesis of functionalized tropane derivatives via 1,3-dipolar cycloaddition

Sandrine Caix-Haumesser 1 Issam Hanna 1 Jean-Yves Lallemand 1 Jean-François Peyronel 2
1 DCSO - Laboratoire de synthèse organique
2 Aventis Pharma
Abstract : 1,3-Dipolar cycloaddition of 3-oxidopyridinium betaine to activated olefins on solid-phase leads to resin-bound 8-azabicyclo[3.2.1]octenones which undergo further transformations such as 1,4-addition of nucleophiles. Cleavage of benzyl linker is achieved using acid chlorides in the presence of potassium iodide to give substituted tropane derivatives. © 2001 Elsevier Science Ltd.
Document type :
Journal articles
Complete list of metadatas
https://hal-polytechnique.archives-ouvertes.fr/hal-00954879
Contributor : Denis Roura <>
Submitted on : Wednesday, March 12, 2014 - 9:41:54 PM
Last modification on : Thursday, February 7, 2019 - 5:03:09 PM

Links full text

istex

Identifiers

Collections

CNRS | X-DCSO | X | PARISTECH | INC-CNRS | X-DEP-CHIM

Citation

Sandrine Caix-Haumesser, Issam Hanna, Jean-Yves Lallemand, Jean-François Peyronel. Solid-phase synthesis of functionalized tropane derivatives via 1,3-dipolar cycloaddition. Tetrahedron Letters, Elsevier, 2001, 42 (22), pp.3721-3723. ⟨10.1016/s0040-4039(01)00565-2⟩. ⟨hal-00954879⟩

Export

BibTeX TEI DC DCterms EndNote

Share

Metrics

Record views

219

Contact

Informations

CCSD