A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation

A novel highly enantioselective two step access to a unit B precursor of cryptophycins in good yields from commercially available starting materials has been developed. The key step is an asymmetric hydrogenation using the commercially available [(COD)Rh-(R,R)-Et-DuPhos]BF(4) catalyst. The synthetic...

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Detalles Bibliográficos
Autores principales: Sammet, Benedikt, Brax, Mathilde, Sewald, Norbert
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3063055/
https://www.ncbi.nlm.nih.gov/pubmed/21448253
http://dx.doi.org/10.3762/bjoc.7.32
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author Sammet, Benedikt
Brax, Mathilde
Sewald, Norbert
author_facet Sammet, Benedikt
Brax, Mathilde
Sewald, Norbert
author_sort Sammet, Benedikt
collection PubMed
description A novel highly enantioselective two step access to a unit B precursor of cryptophycins in good yields from commercially available starting materials has been developed. The key step is an asymmetric hydrogenation using the commercially available [(COD)Rh-(R,R)-Et-DuPhos]BF(4) catalyst. The synthetic route provides the advantage of less synthetic steps, proceeds with high yields and enantioselectivity, and avoids hazardous reaction conditions.
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spelling pubmed-30630552011-03-28 A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation Sammet, Benedikt Brax, Mathilde Sewald, Norbert Beilstein J Org Chem Full Research Paper A novel highly enantioselective two step access to a unit B precursor of cryptophycins in good yields from commercially available starting materials has been developed. The key step is an asymmetric hydrogenation using the commercially available [(COD)Rh-(R,R)-Et-DuPhos]BF(4) catalyst. The synthetic route provides the advantage of less synthetic steps, proceeds with high yields and enantioselectivity, and avoids hazardous reaction conditions. Beilstein-Institut 2011-02-22 /pmc/articles/PMC3063055/ /pubmed/21448253 http://dx.doi.org/10.3762/bjoc.7.32 Text en Copyright © 2011, Sammet et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Sammet, Benedikt
Brax, Mathilde
Sewald, Norbert
A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation
title A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation
title_full A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation
title_fullStr A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation
title_full_unstemmed A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation
title_short A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation
title_sort two step synthesis of a key unit b precursor of cryptophycins by asymmetric hydrogenation
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3063055/
https://www.ncbi.nlm.nih.gov/pubmed/21448253
http://dx.doi.org/10.3762/bjoc.7.32
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