Organocatalytic Enantioselective Mannich Reaction: Direct Access to Chiral β-Amino Esters

[Image: see text] An asymmetric Mannich reaction has been developed to generate chiral β-amino esters in good yields with excellent enantiomeric excesses (ee, up to 99%) using a chiral bifunctional thiourea catalyst derived from (R,R)-cyclohexyldiamine. This is the first report on the addition of 3-...

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Autores principales: Ravi Kumar, G., Ramesh, Boora, Yarlagadda, Suresh, Sridhar, Balasubramanian, Reddy, B. V. Subba
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648529/
https://www.ncbi.nlm.nih.gov/pubmed/31459463
http://dx.doi.org/10.1021/acsomega.8b02132
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author Ravi Kumar, G.
Ramesh, Boora
Yarlagadda, Suresh
Sridhar, Balasubramanian
Reddy, B. V. Subba
author_facet Ravi Kumar, G.
Ramesh, Boora
Yarlagadda, Suresh
Sridhar, Balasubramanian
Reddy, B. V. Subba
author_sort Ravi Kumar, G.
collection PubMed
description [Image: see text] An asymmetric Mannich reaction has been developed to generate chiral β-amino esters in good yields with excellent enantiomeric excesses (ee, up to 99%) using a chiral bifunctional thiourea catalyst derived from (R,R)-cyclohexyldiamine. This is the first report on the addition of 3-indolinone-2-carboxylates to N-Boc-benzaldimines generated in situ from α-amidosulfones, which proceeds under mild conditions.
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spelling pubmed-66485292019-08-27 Organocatalytic Enantioselective Mannich Reaction: Direct Access to Chiral β-Amino Esters Ravi Kumar, G. Ramesh, Boora Yarlagadda, Suresh Sridhar, Balasubramanian Reddy, B. V. Subba ACS Omega [Image: see text] An asymmetric Mannich reaction has been developed to generate chiral β-amino esters in good yields with excellent enantiomeric excesses (ee, up to 99%) using a chiral bifunctional thiourea catalyst derived from (R,R)-cyclohexyldiamine. This is the first report on the addition of 3-indolinone-2-carboxylates to N-Boc-benzaldimines generated in situ from α-amidosulfones, which proceeds under mild conditions. American Chemical Society 2019-01-29 /pmc/articles/PMC6648529/ /pubmed/31459463 http://dx.doi.org/10.1021/acsomega.8b02132 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Ravi Kumar, G.
Ramesh, Boora
Yarlagadda, Suresh
Sridhar, Balasubramanian
Reddy, B. V. Subba
Organocatalytic Enantioselective Mannich Reaction: Direct Access to Chiral β-Amino Esters
title Organocatalytic Enantioselective Mannich Reaction: Direct Access to Chiral β-Amino Esters
title_full Organocatalytic Enantioselective Mannich Reaction: Direct Access to Chiral β-Amino Esters
title_fullStr Organocatalytic Enantioselective Mannich Reaction: Direct Access to Chiral β-Amino Esters
title_full_unstemmed Organocatalytic Enantioselective Mannich Reaction: Direct Access to Chiral β-Amino Esters
title_short Organocatalytic Enantioselective Mannich Reaction: Direct Access to Chiral β-Amino Esters
title_sort organocatalytic enantioselective mannich reaction: direct access to chiral β-amino esters
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648529/
https://www.ncbi.nlm.nih.gov/pubmed/31459463
http://dx.doi.org/10.1021/acsomega.8b02132
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