Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B

[Image: see text] The utility of the tethered aminohydroxylation (TA) has been demonstrated by synthesis of the complex β-amino acid residue of microsclerodermins A and B. The TA provided a regio- and stereoselective functionalization of a complex homoallylic alcohol. The route includes late-stage i...

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Autores principales: Pullin, Robert D. C., Rathi, Akshat H., Melikhova, Ekaterina Y., Winter, Christian, Thompson, Amber L., Donohoe, Timothy J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2013
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4005371/
https://www.ncbi.nlm.nih.gov/pubmed/24131375
http://dx.doi.org/10.1021/ol402638n
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author Pullin, Robert D. C.
Rathi, Akshat H.
Melikhova, Ekaterina Y.
Winter, Christian
Thompson, Amber L.
Donohoe, Timothy J.
author_facet Pullin, Robert D. C.
Rathi, Akshat H.
Melikhova, Ekaterina Y.
Winter, Christian
Thompson, Amber L.
Donohoe, Timothy J.
author_sort Pullin, Robert D. C.
collection PubMed
description [Image: see text] The utility of the tethered aminohydroxylation (TA) has been demonstrated by synthesis of the complex β-amino acid residue of microsclerodermins A and B. The TA provided a regio- and stereoselective functionalization of a complex homoallylic alcohol. The route includes late-stage introduction of the aliphatic side chain via a cuprate addition and cross metathesis, a tactic designed to render the synthesis applicable to other microsclerodermins.
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spelling pubmed-40053712014-05-01 Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B Pullin, Robert D. C. Rathi, Akshat H. Melikhova, Ekaterina Y. Winter, Christian Thompson, Amber L. Donohoe, Timothy J. Org Lett [Image: see text] The utility of the tethered aminohydroxylation (TA) has been demonstrated by synthesis of the complex β-amino acid residue of microsclerodermins A and B. The TA provided a regio- and stereoselective functionalization of a complex homoallylic alcohol. The route includes late-stage introduction of the aliphatic side chain via a cuprate addition and cross metathesis, a tactic designed to render the synthesis applicable to other microsclerodermins. American Chemical Society 2013-10-16 2013-11-01 /pmc/articles/PMC4005371/ /pubmed/24131375 http://dx.doi.org/10.1021/ol402638n Text en Copyright © 2013 American Chemical Society Terms of Use CC-BY (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html)
spellingShingle Pullin, Robert D. C.
Rathi, Akshat H.
Melikhova, Ekaterina Y.
Winter, Christian
Thompson, Amber L.
Donohoe, Timothy J.
Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B
title Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B
title_full Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B
title_fullStr Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B
title_full_unstemmed Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B
title_short Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B
title_sort tethered aminohydroxylation: synthesis of the β-amino acid of microsclerodermins a and b
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4005371/
https://www.ncbi.nlm.nih.gov/pubmed/24131375
http://dx.doi.org/10.1021/ol402638n
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