Oxazaborolidine-catalyzed reductive parallel kinetic resolution of ketones from β-nitro-azabicycles for the synthesis of chiral hypoestestatins 1, 2-Reference-Cited by-同舟云学术

Oxazaborolidine-catalyzed reductive parallel kinetic resolution of ketones from β-nitro-azabicycles for the synthesis of chiral hypoestestatins 1, 2

Published:2021 Issue:40 Volume:19 Page:8794-8805
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Disadee Wannaporn¹^ORCID,Ruchirawat Somsak¹²³

Affiliation:

1. Laboratory of Medicinal Chemistry, Chulabhorn Research Institute, Lak Si, Bangkok 10210, Thailand

2. Program in Chemical Biology, Chulabhorn Graduate Institute, Laksi, Bangkok 10210, Thailand

3. The Center of Excellence on Environmental Health and Toxicology (EHT), Bangkok 10400, Thailand

Abstract

Total synthesis of 13a-methyl tylophora alkaloids and related compounds from β-nitro-azabicycles were reported. Parallel kinetic resolution provided both enantiomers of hypoestestatins 1 and 2.

Funder

Thailand Science Research and Innovation

Chulabhorn Research Institute

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB01608C

Reference57 articles.

1. The Indolizidine Alkaloids

2. Phenanthroindolizidines and Phenanthroquinolizidines: Promising Alkaloids for Anti-Cancer Therapy

3. Possible pharmaceutical applications can be developed from naturally occurring phenanthroindolizidine and phenanthroquinolizidine alkaloids

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