Synthesis of syn- and enantioenriched anti-β-amino alcohols by highly diastereoselective borono-Mannich allylation reactions

Author:

Chevis Philip J.1ORCID,Promchai Thanika12,Richardson Christopher1ORCID,Limtharakul Thunwadee2ORCID,Pyne Stephen G.1ORCID

Affiliation:

1. School of Chemistry and Molecular Bioscience, University of Wollongong, Wollongong, New South Wales, 2522, Australia

2. Department of Chemistry, Faculty of Science and Research Center on Chemistry for Development of Health Promoting Products from Northern Resources, Chiang Mai University, Chiang Mai, 50200, Thailand

Abstract

A highly diastereoselective method for the synthesis of syn-β-amino alcohols and enantioenriched anti-β-amino alcohols has been developed involving α-hydroxyl aldehydes and chiral α-phenylaminoxyaldehydes or α-benzoyloxyaldehydes, respectively in Petasis borono-Mannich allylation reactions.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Cited by 5 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Strategies for the Development of Asymmetric and Non‐Directed Petasis Reactions;Chemistry – A European Journal;2024-08-12

2. Multicomponent Mannich and Related Reactions;Reference Module in Chemistry, Molecular Sciences and Chemical Engineering;2024

3. Diastereoselective Petasis‐Borono‐Mannich Crotylation Reactions of Chiral α‐Heteroatom (F, OBz, OH) Aldehydes: Rapid Access to Valuable Mono and Bicyclic Heterocyclic Scaffolds;Chemistry – A European Journal;2023-08-17

4. Advances in Organoboron Chemistry;Reference Module in Chemistry, Molecular Sciences and Chemical Engineering;2023

5. My 37 years of working with nitrogen heterocycles and alkaloids;Australian Journal of Chemistry;2022-11-10

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