Preparation of Allyl and Vinyl Silanes by the Palladium‐Catalyzed Silylation of Terminal Olefins: A Silyl‐Heck Reaction | Zendy

McAtee Jesse R. | Zendy; Martin Sara E. S. | Zendy; Ahneman Derek T. | Zendy; Johnson Keywan A. | Zendy; Watson Donald A. | Zendy

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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.

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