scholarly journals Catalytic Asymmetric Rearrangement of Allylic N-Aryl Trifluoroacetimidates. A Useful Method for Transforming Prochiral Allylic Alcohols to Chiral Allylic Amines.

ChemInform ◽  
2003 ◽  
Vol 34 (38) ◽  
Author(s):  
Larry E. Overman ◽  
Carolyn E. Owen ◽  
Mary M. Pavan ◽  
Christopher J. Richards
Keyword(s):  
Allylic Alcohols ◽  
Allylic Amines ◽  
Catalytic Asymmetric

scholarly journals Highly enantioselective isomerization of primary allylic alcohols catalyzed by (P,N)-iridium complexes

2010 ◽  
Vol 82 (7) ◽  
pp. 1461-1469 ◽  
Author(s):  
Luca Mantilli ◽  
David Gérard ◽  
Sonya Torche ◽  
Céline Besnard ◽  
Clément Mazet
Keyword(s):  
Asymmetric Catalysis ◽  
Organic Synthesis ◽  
Industrial Application ◽  
Allylic Alcohols ◽  
Iridium Complexes ◽  
Allylic Amines ◽  
Reaction Conditions ◽  
Significant Challenge ◽  
Catalytic Asymmetric

The catalytic asymmetric isomerization of allylic amines to enamines stands out as one of the most accomplished and well-studied reactions in asymmetric catalysis as illustrated by its industrial application. In contrast, the related asymmetric isomerization of primary allylic alcohols to the corresponding aldehydes still constitutes a significant challenge in organic synthesis. Herein, we show that under appropriate reaction conditions, iridium-hydride catalysts promote the isomerization of primary allylic alcohols under very mild reaction conditions. The best catalysts deliver the desired chiral aldehydes with unprecedented levels of enantioselectivity and good yields. Mechanistic hypotheses have been drawn based on preliminary investigations.

Catalytic Asymmetric Rearrangement of AllylicN-Aryl Trifluoroacetimidates. A Useful Method for Transforming Prochiral Allylic Alcohols to Chiral Allylic Amines

2003 ◽  
Vol 5 (11) ◽  
pp. 1809-1812 ◽  
Author(s):  
Larry E. Overman ◽  
Carolyn E. Owen ◽  
Mary M. Pavan ◽  
Christopher J. Richards
Keyword(s):  
Allylic Alcohols ◽  
Allylic Amines ◽  
Catalytic Asymmetric

Scope and limitations of the catalytic asymmetric rearrangement of epoxides to allylic alcohols using chiral lithium amide bases/lithiated imidazoles

2005 ◽  
Vol 46 (48) ◽  
pp. 8315-8318 ◽  
Author(s):  
Sally J. Oxenford ◽  
Jonathan M. Wright ◽  
Peter O’Brien ◽  
Narendra Panday ◽  
Mark R. Shipton
Keyword(s):  
Allylic Alcohols ◽  
Lithium Amide ◽  
Catalytic Asymmetric
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