Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine-Reference-Cited by-同舟云学术

Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine

Published:2014 Issue:96 Volume:4 Page:53722-53724
ISSN:2046-2069
Container-title:RSC Adv.
language:en
Short-container-title:RSC Adv.

Author:

Trajkovic Milos¹²³,Balanac Vesna¹²³,Ferjancic Zorana¹²³,Saicic Radomir N.¹²³

Affiliation:

1. Faculty of Chemistry

2. University of Belgrade

3. 11158 Belgrade 118, Serbia

Abstract

Enantioselective total synthesis of (+)-swaisonine that hinges on a combination of organocatalyzed aldolization and reductive amination, affords the title compound in 9 steps, with 24% overall yield.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2014/RA/C4RA11978A

Reference70 articles.

1. Sugar-mimic glycosidase inhibitors: natural occurrence, biological activity and prospects for therapeutic application

2. Polyhydroxylated alkaloids — natural occurrence and therapeutic applications

3. Iminosugars: From Synthesis to Therapeutic Applications, ed. P. Compain and O. R. Martin, Wiley, Chichester, 2007

4. Iminosugars as therapeutic agents: recent advances and promising trends

5. Indolizidine and quinolizidine alkaloids

Cited by 17 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. (5S)-5-Benzylswainsonines as potent and selective inhibitors of Golgi α-mannosidase II: synthesis, enzyme evaluation and molecular modelling;Bioorganic Chemistry;2024-09

2. Synthesis of 8-epi-l-swainsonine, related C6 alkylated derivatives and their α-l-rhamnosidase inhibition;Tetrahedron Letters;2024-04

3. Development of iminosugar-based glycosidase inhibitors as drug candidates for SARS-CoV-2 virus via molecular modelling and in vitro studies;Journal of Enzyme Inhibition and Medicinal Chemistry;2023-12-12

4. Recent Developments in the Synthesis of Polyhydroxylated Indolizidines;European Journal of Organic Chemistry;2022-09-15

5. Total Synthesis of ( + )-Swainsonine, (–)- Swainsonine, ( + )-8-epi-Swainsonine and ( + )- Dideoxy-Imino-Lyxitol by an Organocatalyzed Aldolization/Reductive Amination Sequence;Natural Product Communications;2022-04