Literature DB >> 29381368

Construction of 8-Azabicyclo[3.2.1]octanes via Sequential DDQ-Mediated Oxidative Mannich Reactions of N-Aryl Pyrrolidines.

Hanbyeol Jo1, Ahmed H E Hassan2, Seung Young Jung3,4, Jae Kyun Lee3, Yong Seo Cho3, Sun-Joon Min1.   

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.

Entities:  

Year:  2018        PMID： 29381368     DOI： 10.1021/acs.orglett.8b00098

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Positional scanning of natural product hispidol's ring-B: discovery of highly selective human monoamine oxidase-B inhibitor analogues downregulating neuroinflammation for management of neurodegenerative diseases.

Authors:  Ahmed H E Hassan; Hyeon Jeong Kim; Min Sung Gee; Jong-Hyun Park; Hye Rim Jeon; Cheol Jung Lee; Yeonwoo Choi; Suyeon Moon; Danbi Lee; Jong Kil Lee; Ki Duk Park; Yong Sup Lee
Journal:  J Enzyme Inhib Med Chem       Date:  2022-12       Impact factor: 5.051

Review 2.  DDQ as a versatile and easily recyclable oxidant: a systematic review.

Authors:  Meshari A Alsharif; Qandeel Alam Raja; Nida Abdul Majeed; Rabab S Jassas; Abdulrahman A Alsimaree; Amina Sadiq; Nafeesa Naeem; Ehsan Ullah Mughal; Reem I Alsantali; Ziad Moussa; Saleh A Ahmed
Journal:  RSC Adv       Date:  2021-09-08       Impact factor: 4.036

3.  Stereoselective Synthesis of Benzo[a]quinolizidines via Aerobic DDQ-Catalyzed Allylation and Reductive Cyclization.

Authors:  Sunhwa Jung; Seungri Yoon; Jae Kyun Lee; Sun-Joon Min
Journal:  ACS Omega       Date:  2022-08-31
  3 in total

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