Cargando…

Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters

A new strategy has been developed to construct enantiomerically enriched acyclic allylic quaternary carbon stereocenters in a single-pot operation through a combined carbometalation/zinc homologation/fragmentation sequence. Proper tuning of the reaction conditions enables the synthesis of the two en...

Descripción completa

Detalles Bibliográficos
Autores principales: Roy, Sudipta Raha, Didier, Dorian, Kleiner, Amir, Marek, Ilan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6022242/
https://www.ncbi.nlm.nih.gov/pubmed/30034740
http://dx.doi.org/10.1039/c6sc02191c
_version_ 1783335638569844736
author Roy, Sudipta Raha
Didier, Dorian
Kleiner, Amir
Marek, Ilan
author_facet Roy, Sudipta Raha
Didier, Dorian
Kleiner, Amir
Marek, Ilan
author_sort Roy, Sudipta Raha
collection PubMed
description A new strategy has been developed to construct enantiomerically enriched acyclic allylic quaternary carbon stereocenters in a single-pot operation through a combined carbometalation/zinc homologation/fragmentation sequence. Proper tuning of the reaction conditions enables the synthesis of the two enantiomers starting from a single enantiomer of the starting material.
format Online
Article
Text
id pubmed-6022242
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-60222422018-07-20 Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters Roy, Sudipta Raha Didier, Dorian Kleiner, Amir Marek, Ilan Chem Sci Chemistry A new strategy has been developed to construct enantiomerically enriched acyclic allylic quaternary carbon stereocenters in a single-pot operation through a combined carbometalation/zinc homologation/fragmentation sequence. Proper tuning of the reaction conditions enables the synthesis of the two enantiomers starting from a single enantiomer of the starting material. Royal Society of Chemistry 2016-09-01 2016-05-24 /pmc/articles/PMC6022242/ /pubmed/30034740 http://dx.doi.org/10.1039/c6sc02191c Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Roy, Sudipta Raha
Didier, Dorian
Kleiner, Amir
Marek, Ilan
Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters
title Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters
title_full Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters
title_fullStr Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters
title_full_unstemmed Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters
title_short Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters
title_sort diastereodivergent combined carbometalation/zinc homologation/c–c fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6022242/
https://www.ncbi.nlm.nih.gov/pubmed/30034740
http://dx.doi.org/10.1039/c6sc02191c
work_keys_str_mv AT roysudiptaraha diastereodivergentcombinedcarbometalationzinchomologationccfragmentationreactionasanefficienttooltoprepareacyclicallylicquaternarycarbonstereocenters
AT didierdorian diastereodivergentcombinedcarbometalationzinchomologationccfragmentationreactionasanefficienttooltoprepareacyclicallylicquaternarycarbonstereocenters
AT kleineramir diastereodivergentcombinedcarbometalationzinchomologationccfragmentationreactionasanefficienttooltoprepareacyclicallylicquaternarycarbonstereocenters
AT marekilan diastereodivergentcombinedcarbometalationzinchomologationccfragmentationreactionasanefficienttooltoprepareacyclicallylicquaternarycarbonstereocenters