Synthesis of D-manno-heptulose via a cascade aldol/hemiketalization reaction

A [4 + 3] synthesis of D-manno-heptulose is described. The cascade aldol/hemiketalization reaction of a C(4) aldehyde with a C(3) ketone provides the differentially protected ketoheptose building block, which can be further reacted to furnish target D-manno-heptulose.

Detalles Bibliográficos
Autores principales: Chen, Yan, Wang, Xiaoman, Wang, Junchang, Yang, You
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5433184/
https://www.ncbi.nlm.nih.gov/pubmed/28546836
http://dx.doi.org/10.3762/bjoc.13.79
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author Chen, Yan
Wang, Xiaoman
Wang, Junchang
Yang, You
author_facet Chen, Yan
Wang, Xiaoman
Wang, Junchang
Yang, You
author_sort Chen, Yan
collection PubMed
description A [4 + 3] synthesis of D-manno-heptulose is described. The cascade aldol/hemiketalization reaction of a C(4) aldehyde with a C(3) ketone provides the differentially protected ketoheptose building block, which can be further reacted to furnish target D-manno-heptulose.
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spelling pubmed-54331842017-05-25 Synthesis of D-manno-heptulose via a cascade aldol/hemiketalization reaction Chen, Yan Wang, Xiaoman Wang, Junchang Yang, You Beilstein J Org Chem Letter A [4 + 3] synthesis of D-manno-heptulose is described. The cascade aldol/hemiketalization reaction of a C(4) aldehyde with a C(3) ketone provides the differentially protected ketoheptose building block, which can be further reacted to furnish target D-manno-heptulose. Beilstein-Institut 2017-04-28 /pmc/articles/PMC5433184/ /pubmed/28546836 http://dx.doi.org/10.3762/bjoc.13.79 Text en Copyright © 2017, Chen et al. https://creativecommons.org/licenses/by/4.0https://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/4.0), 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 Letter
Chen, Yan
Wang, Xiaoman
Wang, Junchang
Yang, You
Synthesis of D-manno-heptulose via a cascade aldol/hemiketalization reaction
title Synthesis of D-manno-heptulose via a cascade aldol/hemiketalization reaction
title_full Synthesis of D-manno-heptulose via a cascade aldol/hemiketalization reaction
title_fullStr Synthesis of D-manno-heptulose via a cascade aldol/hemiketalization reaction
title_full_unstemmed Synthesis of D-manno-heptulose via a cascade aldol/hemiketalization reaction
title_short Synthesis of D-manno-heptulose via a cascade aldol/hemiketalization reaction
title_sort synthesis of d-manno-heptulose via a cascade aldol/hemiketalization reaction
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5433184/
https://www.ncbi.nlm.nih.gov/pubmed/28546836
http://dx.doi.org/10.3762/bjoc.13.79
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AT wangjunchang synthesisofdmannoheptuloseviaacascadealdolhemiketalizationreaction
AT yangyou synthesisofdmannoheptuloseviaacascadealdolhemiketalizationreaction

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