Copper-catalyzed regiodivergent 1,4- and 1,6-conjugate silyl addition to diendioates: access to functionalized allylsilanes

A copper-catalyzed regioselective 1,4- and 1,6-conjugate addition of a silyl reagent to diendioates was established. Various 1,4- and 1,6-protosilylation products were obtained in good yields and with high regioselectivity via tuning the ligands used in the reactions. This protocol has provided a si...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2019-06, Vol.17 (25), p.6122-6126
Main Authors: Ahmad, Tanveer, Li, Qi, Qiu, Sheng-Qi, Xu, Jian-Lin, Xu, Yun-He, Loh, Teck-Peng
Format: Article
Language:English
Subjects:
Conjugates
Copper
Reagents
Regioselectivity
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Summary:A copper-catalyzed regioselective 1,4- and 1,6-conjugate addition of a silyl reagent to diendioates was established. Various 1,4- and 1,6-protosilylation products were obtained in good yields and with high regioselectivity via tuning the ligands used in the reactions. This protocol has provided a simple and efficient method for the synthesis of multisubstituted functionalized allylsilanes. A copper-catalyzed regioselective 1,4- and 1,6-conjugate addition of a silyl reagent to diendioates was established.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob01086f