Concise synthesis of piperarborenine B

Hui, C. and Antonchick, A.P. ORCID: 0000-0003-0435-9443, 2022. Concise synthesis of piperarborenine B. Bioorganic and Medicinal Chemistry, 67: 116817. ISSN 0968-0896

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Abstract

A concise synthesis of piperarborenine B is reported. Organocatalytic electrophilic amination of pyrrolidines, stereospecific oxidative ring contraction and an original diastereoselective Krapcho dealkoxycarbonylation/transmethylation contribute to a novel synthetic strategy to the preparation of a non-symmetrical cyclobutane core. Being transition-metal-free, directing-group-free and protecting-group-free, a five-step synthesis of piperarborenine B was accomplished.

Item Type: Journal article
Publication Title: Bioorganic and Medicinal Chemistry
Creators: Hui, C. and Antonchick, A.P.
Publisher: Elsevier BV
Date: August 2022
Volume: 67
ISSN: 0968-0896
Identifiers:
NumberType
10.1016/j.bmc.2022.116817DOI
1547770Other
Divisions: Schools > School of Science and Technology
Record created by: Laura Ward
Date Added: 23 May 2022 09:45
Last Modified: 23 May 2022 09:45
URI: http://irep.ntu.ac.uk/id/eprint/46347

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