Iron-Catalyzed Highly Enantioselective Hydrosilylation of Unactivated Terminal Alkenes

The iron-catalyzed highly Markovnikov-type selective and enantioselective hydrosilylation of terminal aliphatic alkenes with good functional group tolerance is developed. This operationally simple protocol uses earth-abundant transition metal catalyst, readily available aliphatic alkenes and hydrosi...

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Veröffentlicht in:Journal of the American Chemical Society 2018-04, Vol.140 (15), p.5014-5017
Hauptverfasser: Cheng, Biao, Liu, Wenbo, Lu, Zhan
Format: Artikel
Sprache:eng
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Zusammenfassung:The iron-catalyzed highly Markovnikov-type selective and enantioselective hydrosilylation of terminal aliphatic alkenes with good functional group tolerance is developed. This operationally simple protocol uses earth-abundant transition metal catalyst, readily available aliphatic alkenes and hydrosilanes to construct valuable chiral organosilanes with better than 99% ee in most cases. The chiral aliphatic alkan-2-ol and chiral dihydroxysilane as an analogue of ketone could be efficiently synthesized via further derivatization of chiral organosilanes without any racemization.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.8b01638