Highly Diastereoselective Katsuki−Jacobsen Oxidation−Epoxidation of α-Silyloxy Sulfinyl Dienes: Synthetic Applications

Katsuki−Jacobsen oxidation−epoxidation of acyclic α-silyloxy sulfinyl dienes, followed by acid-promoted cyclization, leads to 2,5-trans-sulfonyl dihydrofurans with good selectivities. As an application, the formal syntheses of (6S,7S,9R,10R)- and (6S,7S,9S,10S)-6,9-epoxynonadec-18-ene-7,10-diols is reported.

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PID https://www.doi.org/10.1021/jo801803m
PID https://www.doi.org/10.1021/jo801803m.s004
PID https://www.doi.org/10.1021/jo801803m.s005
PID https://www.doi.org/10.1021/jo801803m.s002
URL http://dx.doi.org/10.1021/jo801803m
URL https://pubs.acs.org/doi/10.1021/jo801803m
URL https://academic.microsoft.com/#/detail/2039959812
URL http://www.ncbi.nlm.nih.gov/pubmed/19007180
URL https://pubs.acs.org/doi/pdf/10.1021/jo801803m
URL https://figshare.com/articles/journal_contribution/Highly_Diastereoselective_Katsuki_Jacobsen_Oxidation_Epoxidation_of_Silyloxy_Sulfinyl_Dienes_Synthetic_Applications/2888176
URL https://figshare.com/articles/journal_contribution/Highly_Diastereoselective_Katsuki_Jacobsen_Oxidation_Epoxidation_of_Silyloxy_Sulfinyl_Dienes_Synthetic_Applications/2888188
URL https://figshare.com/articles/journal_contribution/Highly_Diastereoselective_Katsuki_Jacobsen_Oxidation_Epoxidation_of_Silyloxy_Sulfinyl_Dienes_Synthetic_Applications/2888182
URL https://core.ac.uk/display/153066357
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Access Right Open Access
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Author Mateo Isidro Sanchez Lopez, 0000-0003-1359-6969
Author Roberto Fernández de la Pradilla, 0000-0002-6633-8499
Author Ignacio Colomer, 0000-0001-5542-7034
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Collected From ORCID; figshare; Datacite; Crossref; Microsoft Academic Graph
Hosted By figshare; The Journal of Organic Chemistry
Journal The Journal of Organic Chemistry, 74, null
Publication Date 2016-02-26
Publisher American Chemical Society (ACS)
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Resource Type Other literature type; Article
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Source https://science-innovation-policy.openaire.eu/search/publication?articleId=dedup_wf_001::baee8bb7fe6f43819f008eaf084f4baf
Author jsonws_user
Last Updated 26 December 2020, 14:53 (CET)
Created 26 December 2020, 14:53 (CET)