Knoevenagel Adducts as Trimethylenemethane Dipole Surrogates | Zendy

Vertesaljai Peter | Zendy; Navaratne Primali V. | Zendy; Grenning Alexander J. | Zendy

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Knoevenagel Adducts as Trimethylenemethane Dipole Surrogates

Author(s) -

Vertesaljai Peter,

Navaratne Primali V.,

Grenning Alexander J.

Publication year - 2016

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201508100

Subject(s) - knoevenagel condensation , trimethylenemethane , chemistry , alkylation , adduct , palladium , deprotonation , allylic rearrangement , medicinal chemistry , organic chemistry , catalysis , cycloaddition , ion

Knoevenagel adducts derived from readily available acetoxyacetone and malonic acid derivatives served as trimethylenemethane surrogates for formal 1,3‐difunctionalization through a sequence of selective γ‐deprotonation/α‐alkylation and palladium(0)‐catalyzed allylic alkylation. Herein, we report the discovery and development of a three‐component 1,3‐difunctionalization of Knoevenagel adducts as well as a unique palladium(0)‐catalyzed branch‐selective allylic alkylation.

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