The original and classical Mannich-type construct for the tropane skeleton, developed over half a century ago by Willstatter, Robinson and Schopf as the first biomimetic synthesis, has been employed for the enantioselective construction of 6-beta-hydroxytropinone. The component compounds of this novel one-step Mannich-type condensation sequence are acetonedicarboxylic acid, methylamine hydrochloride and (2R)-hydroxy-1,4-butanedial, in turn prepared from tert-butyl (R)-3-hydroxy-4-pentenoate as the starting chiral synthon

Enantioselective approach to tropane skeleton: Synthesis of (1S,5S,6R)-6-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-one

POLLINI, Gian Piero;DE RISI, Carmela;MARCHETTI, Paolo;ZANIRATO, Vinicio
2005

Abstract

The original and classical Mannich-type construct for the tropane skeleton, developed over half a century ago by Willstatter, Robinson and Schopf as the first biomimetic synthesis, has been employed for the enantioselective construction of 6-beta-hydroxytropinone. The component compounds of this novel one-step Mannich-type condensation sequence are acetonedicarboxylic acid, methylamine hydrochloride and (2R)-hydroxy-1,4-butanedial, in turn prepared from tert-butyl (R)-3-hydroxy-4-pentenoate as the starting chiral synthon
Pollini, Gian Piero; DE RISI, Carmela; Lumento, F; Marchetti, Paolo; Zanirato, Vinicio
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11392/516748
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 11
  • ???jsp.display-item.citation.isi??? 11
social impact