Smart and concise entry to chiral spiro[cyclopentane-indolizidine]-tetraol diastereomers as a new aza-spirocyclic framework-Reference-Cited by-同舟云学术

Smart and concise entry to chiral spiro[cyclopentane-indolizidine]-tetraol diastereomers as a new aza-spirocyclic framework

Published:2021 Issue:35 Volume:45 Page:15956-15967
ISSN:1144-0546
Container-title:New Journal of Chemistry
language:en
Short-container-title:New J. Chem.

Author:

Fraňová Paula¹,Marchalín Štefan¹²,Šafář Peter¹,Cvečko Matej¹,Moncol Ján³^ORCID,Žídeková Ivana⁴,Othman Mohamed²,Daïch Adam²^ORCID

Affiliation:

1. Department of Organic Chemistry, Faculty of Chemical & Food Technology, Slovak University of Technology, Radlinského 9, SK-81237 Bratislava, Slovakia

2. Normandie Univ, UNILEHAVRE, URCOM EA 3221, INC3M CNRS-FR 3038, UFR des Sciences et Techniques, Université Le Havre Normandie, BP: 1123, 25 rue Philipe Lebon, F-76063 Le Havre Cedex, France

3. Department of Inorganic Chemistry, Faculty of Chemical & Food Technology, Slovak University of Technology, Radlinského 9, SK-81237, Bratislava, Slovakia

4. Central Laboratories, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, SK – 81237 Bratislava, Slovakia

Abstract

Synthesis of chiral oxacarba-spiroindolizidine tetraols was achieved by alkene cis-dihydroxylation, diol protection, and lactam carbonyl reduction followed ultimately by acetonide deprotection.

Funder

Grant Agency of the Slovak Republic and the Slovak Research and Development Agency

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,General Chemistry,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2021/NJ/D1NJ02180J

Reference59 articles.

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2. The use of spirocyclic scaffolds in drug discovery

3. Catalytic Enantioselective Construction of Spiro Quaternary Carbon Stereocenters

4. Recent advances in spirocyclization of indole derivatives

5. Development of Synthetic Methodologies via Catalytic Enantioselective Synthesis of 3,3-Disubstituted Oxindoles