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Cobalt‐Catalyzed Regio‐, Diastereo‐ and Enantioselective Intermolecular Hydrosilylation of 1,3‐Dienes with Prochiral Silanes
Ist Teil von
Angewandte Chemie International Edition, 2022-07, Vol.61 (30), p.e202205624-n/a
Auflage
International ed. in English
Ort / Verlag
Germany: Wiley Subscription Services, Inc
Erscheinungsjahr
2022
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
One of the most straightforward approaches to access chiral silanes is catalytic enantioselective hydrosilylation. Although significant advances have been achieved in enantioselective construction of either a carbon‐stereogenic center or a silicon‐stereogenic center through enantioselective hydrosilylation, simultaneous establishment of a carbon‐ and a silicon‐stereogenic center in an acyclic molecule through a single intermolecular hydrosilylation remained undeveloped. Herein, an unprecedented cobalt‐catalyzed regio‐, diastereo‐ and enantioselective hydrosilylation of 1,3‐dienes is presented, enabling construction of a carbon‐ and a silicon‐stereogenic center in a single intermolecular transformation. A wide range of chiral silanes bearing a carbon‐ and a silicon‐stereogenic center were generated in high efficiency and stereoselectivity. Functionalization of the enantioenriched silanes delivered a variety of valuable chiral building blocks that are otherwise difficult to access.
A new approach for highly regio‐, diastereo‐ and enantioselective intermolecular hydrosilylation of 1,3‐dienes promoted by an easily accessible Co complex to afford a wide range of enantioenriched acyclic silanes was developed. This protocol represents the first intermolecular example of simultaneous construction of a C‐ and a Si‐stereogenic center through metal‐catalyzed hydrosilylation.