Stereoselective Reductions of 3-Substituted Cyclobutanones: A Comparison between Experiment and Theory-Reference-Cited by-同舟云学术

Stereoselective Reductions of 3-Substituted Cyclobutanones: A Comparison between Experiment and Theory

Published:2020-05-22 Issue:12 Volume:85 Page:7803-7816
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Deraet Xavier¹^ORCID,Voets Lauren²,Van Lommel Ruben¹²,Verniest Guido³,De Proft Frank¹,De Borggraeve Wim²^ORCID,Alonso Mercedes¹^ORCID

Affiliation:

1. Department of General Chemistry (ALGC), Vrije Universiteit Brussel (VUB), Pleinlaan 2, Elsene, Brussels 1050, Belgium

2. Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F Leuven Chem&Tech, Box 2404, Leuven 3001, Belgium

3. Research Group of Organic Chemistry (ORGC), Departments of Bio-engineering Sciences and Chemistry, Vrije Universiteit Brussel (VUB), Pleinlaan 2, Elsene, Brussels 1050, Belgium

Funder

Vrije Universiteit Brussel

Fonds Wetenschappelijk Onderzoek

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.0c00464

Reference75 articles.

1. Clayden, J.; Greeves, N.; Warren, S. Stereoselectivity in Cyclic molecules. Organic Chemistry, 2nd ed. Oxford University Press: New York, 2012; pp 1512.

2. Chemoselective reductions with sodium borohydride

3. Temperature and solvent effects in facial diastereoselectivity of nucleophilic addition: entropic and enthalpic contribution

4. Solvent and Temperature Effects on Diastereofacial Selectivity: Amines as Co-Solvents in n-Butyllithium Addition to α-Chiral Aldehydes

5. Selective reductions. 30. Effect of cation and solvent on the reactivity of saline borohydrides for reduction of carboxylic esters. Improved procedures for the conversion of esters to alcohols by metal borohydrides

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