Palladium‐Catalyzed Synthesis of Substituted Cycloheptane‐1,4‐diones by an Asymmetric Ring‐Expanding Allylation (AREA) | Zendy

Schulz Sabrina R. | Zendy; Blechert Siegfried | Zendy

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Palladium‐Catalyzed Synthesis of Substituted Cycloheptane‐1,4‐diones by an Asymmetric Ring‐Expanding Allylation (AREA)

Author(s) -

Schulz Sabrina R.,

Blechert Siegfried

Publication year - 2007

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.200604553

Subject(s) - aldol reaction , cycloheptane , heptane , palladium , chemistry , catalysis , cycloaddition , bicyclic molecule , ketone , ring (chemistry) , enantioselective synthesis , stereochemistry , medicinal chemistry , organic chemistry

The right AREA : Functionalized, seven‐ and eight‐membered carbocycles are available from an asymmetric Pd‐catalyzed decarboxylative fragmentation of strained bicyclo[3.2.0]heptane‐2‐ones (see scheme, dba= trans , trans ‐dibenzylideneacetone). The products were formed in a sequence of [2+2] cycloaddition, retro‐aldol reaction, and asymmetric allylation of ketone enolates.

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