Silver-promoted cascade radical cyclization of γ,δ-unsaturated oxime esters with P(O)H compounds: synthesis of phosphorylated pyrrolines

A cascade radical cyclization was realized for the first silver-promoted imino-phosphorylation of γ,δ-unsaturated oxime esters, which provided a step-economical and redox-neutral route to access a variety of phosphorylated pyrrolines in good to excellent yields. Moreover, a new bulky trivalent phosp...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2019-12, Vol.55 (97), p.14697-147
Main Authors: Chen, Chen, Bao, Yinwei, Zhao, Jinghui, Zhu, Bolin
Format: Article
Language:English
Subjects:
Deoxidizing
Esters
Phosphines
Phosphorylation
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Summary:A cascade radical cyclization was realized for the first silver-promoted imino-phosphorylation of γ,δ-unsaturated oxime esters, which provided a step-economical and redox-neutral route to access a variety of phosphorylated pyrrolines in good to excellent yields. Moreover, a new bulky trivalent phosphine ligand with a pyrroline motif was obtained through a deoxidation process. We report the first silver-promoted imino-phosphorylation of γ,δ-unsaturated oxime esters with P(O)H compounds to synthesize various phosphorylated pyrrolines.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc08124k