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Domino Carbopalladation‐Carbonylation: Investigation of Substrate Scope
Author(s) -
SeashoreLudlow Brinton,
Danielsson Jakob,
Somfai Peter
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100678
Subject(s) - chemistry , domino , carbonylation , allylic rearrangement , scope (computer science) , substrate (aquarium) , cascade reaction , palladium , combinatorial chemistry , alkyl , catalysis , organic chemistry , computer science , oceanography , carbon monoxide , programming language , geology
This work gives an in depth account of our domino carbopalladation‐carbonylation method for substrates possessing β‐hydrogens. The scope of the method is examined for allylic amines containing trisubstituted olefins and we detail our attempts toward the diastereospecific synthesis of contiguous quaternary centers using this technology. The results give key insights into the relative rates of the competing reactions of the alkyl palladium intermediates, which is crucial for the understanding and development of new domino processes.