Enantioselective Carbonyl Allylation, Crotylation, andtert-Prenylation of Furan Methanols and Furfurals via Iridium-Catalyzed Transfer Hydrogenation

Benjamin Bechem; Ryan L. Patman; A. Stephen K. Hashmi; Michael J. Krische

doi:10.1021/jo902697g

Enantioselective Carbonyl Allylation, Crotylation, andtert-Prenylation of Furan Methanols and Furfurals via Iridium-Catalyzed Transfer Hydrogenation

The Journal of Organic Chemistry ◽

10.1021/jo902697g ◽

2010 ◽

Vol 75 (5) ◽

pp. 1795-1798 ◽

Cited By ~ 30

Author(s):

Benjamin Bechem ◽

Ryan L. Patman ◽

A. Stephen K. Hashmi ◽

Michael J. Krische

Keyword(s):

Transfer Hydrogenation ◽

Carbonyl Allylation

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Enantioselective iridium-catalyzed carbonyl allylation from the alcohol oxidation level via transfer hydrogenation: minimizing pre-activation for synthetic efficiency

Chemical Communications ◽

10.1039/b917243m ◽

2009 ◽

pp. 7278 ◽

Cited By ~ 94

Author(s):

Soo Bong Han ◽

In Su Kim ◽

Michael J. Krische

Keyword(s):

Alcohol Oxidation ◽

Transfer Hydrogenation ◽

Oxidation Level ◽

Carbonyl Allylation ◽

Synthetic Efficiency

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Enantioselective Ruthenium-Catalyzed Carbonyl Allylation via Alkyne–Alcohol C–C Bond-Forming Transfer Hydrogenation: Allene Hydrometalation vs Oxidative Coupling

Journal of the American Chemical Society ◽

10.1021/jacs.5b00747 ◽

2015 ◽

Vol 137 (9) ◽

pp. 3161-3164 ◽

Cited By ~ 55

Author(s):

Tao Liang ◽

Khoa D. Nguyen ◽

Wandi Zhang ◽

Michael J. Krische

Keyword(s):

Oxidative Coupling ◽

Transfer Hydrogenation ◽

Bond Forming ◽

Carbonyl Allylation

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Ruthenium-Catalyzed C−C Bond Forming Transfer Hydrogenation: Carbonyl Allylation from the Alcohol or Aldehyde Oxidation Level Employing Acyclic 1,3-Dienes as Surrogates to Preformed Allyl Metal Reagents

Journal of the American Chemical Society ◽

10.1021/ja801213x ◽

2008 ◽

Vol 130 (20) ◽

pp. 6338-6339 ◽

Cited By ~ 136

Author(s):

Fumitoshi Shibahara ◽

John F. Bower ◽

Michael J. Krische

Keyword(s):

Transfer Hydrogenation ◽

Oxidation Level ◽

Bond Forming ◽

Carbonyl Allylation ◽

Aldehyde Oxidation ◽

Metal Reagents

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ChemInform Abstract: Enantioselective Iridium-Catalyzed Carbonyl Allylation from the Alcohol or Aldehyde Oxidation Level via Transfer Hydrogenation Coupling of Allyl Acetate: Departure from Chirally Modified Allyl Metal Reagents in Carbonyl Addition.

ChemInform ◽

10.1002/chin.200912053 ◽

2009 ◽

Vol 40 (12) ◽

Author(s):

In Su Kim ◽

Ming-Yu Ngai ◽

Michael J. Krische

Keyword(s):

Transfer Hydrogenation ◽

Allyl Acetate ◽

Oxidation Level ◽

Carbonyl Addition ◽

Carbonyl Allylation ◽

Aldehyde Oxidation ◽

Metal Reagents

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ChemInform Abstract: Ruthenium-Catalyzed C-C Bond Forming Transfer Hydrogenation: Carbonyl Allylation from the Alcohol or Aldehyde Oxidation Level Employing Acyclic 1,3-Dienes as Surrogates to Preformed Allyl Metal Reagents.

ChemInform ◽

10.1002/chin.200840074 ◽

2008 ◽

Vol 39 (40) ◽

Author(s):

Fumitoshi Shibahara ◽

John F. Bower ◽

Michael J. Krische

Keyword(s):

Transfer Hydrogenation ◽

Oxidation Level ◽

Bond Forming ◽

Carbonyl Allylation ◽

Aldehyde Oxidation ◽

Metal Reagents

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ChemInform Abstract: Enantioselective Ruthenium-Catalyzed Carbonyl Allylation via Alkyne-Alcohol C-C Bond-Forming Transfer Hydrogenation: Allene Hydrometalation vs. Oxidative Coupling.

ChemInform ◽

10.1002/chin.201534024 ◽

2015 ◽

Vol 46 (34) ◽

pp. no-no

Author(s):

Tao Liang ◽

Khoa D. Nguyen ◽

Wandi Zhang ◽

Michael J. Krische

Keyword(s):

Oxidative Coupling ◽

Transfer Hydrogenation ◽

Bond Forming ◽

Carbonyl Allylation

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Carbonyl Allylation via Alkyne–Alcohol C–C Bond-Forming Transfer Hydrogenation

Synfacts ◽

10.1055/s-0034-1380593 ◽

2015 ◽

Vol 11 (05) ◽

pp. 0509-0509

Keyword(s):

Transfer Hydrogenation ◽

Bond Forming ◽

Carbonyl Allylation

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ChemInform Abstract: Enantioselective Iridium-Catalyzed Carbonyl Allylation from the Alcohol Oxidation Level via Transfer Hydrogenation: Minimizing Pre-Activation for Synthetic Efficiency

ChemInform ◽

10.1002/chin.201013234 ◽

2010 ◽

Vol 41 (13) ◽

Author(s):

Soo Bong Han ◽

In Su Kim ◽

Michael J. Krische

Keyword(s):

Alcohol Oxidation ◽

Transfer Hydrogenation ◽

Oxidation Level ◽

Carbonyl Allylation ◽

Synthetic Efficiency

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ChemInform Abstract: Enantioselective Carbonyl Allylation, Crotylation, and tert-Prenylation of Furan Methanols and Furfurals via Iridium-Catalyzed Transfer Hydrogenation.

ChemInform ◽

10.1002/chin.201025077 ◽

2010 ◽

Vol 41 (25) ◽

pp. no-no

Author(s):

Benjamin Bechem ◽

Ryan L. Patman ◽

A. Stephen K. Hashmi ◽

Michael J. Krische

Keyword(s):

Transfer Hydrogenation ◽

Carbonyl Allylation

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Enantioselective Carbonyl Allylation and Crotylation from the Alcohol Oxidation Level via C-C Bond Forming Transfer Hydrogenation

Asymmetric Synthesis II ◽

10.1002/9783527652235.ch24 ◽

2013 ◽

pp. 187-196 ◽

Cited By ~ 3

Author(s):

Joseph Moran ◽

Michael J. Krische

Keyword(s):

Alcohol Oxidation ◽

Transfer Hydrogenation ◽

Oxidation Level ◽

Bond Forming ◽

Carbonyl Allylation

Download Full-text