Premium
Reconciling the Stereochemical Course of Nucleopalladation with the Development of Enantioselective Wacker‐Type Cyclizations
Author(s) -
Weinstein Adam B.,
Stahl Shan S.
Publication year - 2012
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.201206702
Subject(s) - enantioselective synthesis , context (archaeology) , stereochemistry , selectivity , chemistry , substrate (aquarium) , combinatorial chemistry , computer science , organic chemistry , catalysis , biology , paleontology , ecology
A stereochemical substrate probe was used to assess the factors that affect the stereochemical course of nucleopalladation in the context of an enantioselective Wacker‐type reaction. The enantioselectivity correlates directly with the nucleopalladation pathway, and both the neutral‐donor and anionic ligands on palladium are capable of controlling selectivity for cis‐ or trans ‐nucleopalladation (see scheme; TFA=trifluoroacetate).