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Preparation of Allyl and Vinyl Silanes by the Palladium‐Catalyzed Silylation of Terminal Olefins: A Silyl‐Heck Reaction
Author(s) -
McAtee Jesse R.,
Martin Sara E. S.,
Ahneman Derek T.,
Johnson Keywan A.,
Watson Donald A.
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.201200060
Subject(s) - silylation , silanes , chemistry , palladium , organic chemistry , catalysis , iodide , polymer chemistry , silane
Installing silicon is easy! A high‐yielding protocol for the palladium‐catalyzed silylation of terminal alkenes is reported. This method allows facile conversion of styrenes to E ‐β‐silyl styrenes by using iodotrimethylsilane (TMSI) or chlorotrimethylsilane/lithium iodide (see scheme). Terminal allyl silanes with good E / Z ratios are also readily accessed from α‐olefins.