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Construction of 8-Azabicyclo[3.2.1]octanes via Sequential DDQ-Mediated Oxidative Mannich Reactions of N-Aryl Pyrrolidines.
Jo, Hanbyeol; Hassan, Ahmed H E; Jung, Seung Young; Lee, Jae Kyun; Cho, Yong Seo; Min, Sun-Joon.
Afiliación
  • Jo H; Department of Chemical & Molecular Engineering/Applied Chemistry, Hanyang University , Ansan, Gyeonggi-do 15588, Republic of Korea.
  • Hassan AHE; Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University , Mansoura 35516, Egypt.
  • Jung SY; Center for Neuro-Medicine, Korea Institute of Science and Technology (KIST) , Seoul, 02792, Republic of Korea.
  • Lee JK; Department of Chemistry, Korea University , Seoul 02841, Republic of Korea.
  • Cho YS; Center for Neuro-Medicine, Korea Institute of Science and Technology (KIST) , Seoul, 02792, Republic of Korea.
  • Min SJ; Center for Neuro-Medicine, Korea Institute of Science and Technology (KIST) , Seoul, 02792, Republic of Korea.
Org Lett ; 20(4): 1175-1178, 2018 02 16.
Article en En | MEDLINE | ID: mdl-29381368
ABSTRACT
A concise synthesis of 8-azabicyclo[3.2.1]octanes via sequential oxidative Mannich reactions is described. This approach involves an intermolecular oxidative Mannich coupling reaction between N-aryl pyrrolidines with TMS enol ether and a subsequent intramolecular oxidative Mannich cyclization of the corresponding silyl enol ether. DDQ is used as a key oxidant for both reactions.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2018 Tipo del documento: Article

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2018 Tipo del documento: Article