Catalytic Asymmetric Rearrangement of Allylic Trichloroacetimidates. A Practical Method for Preparing Allylic Amines and Congeners of High Enantiomeric Purity

2003 ◽  
Vol 125 (41) ◽  
pp. 12412-12413 ◽  
Author(s):  
Carolyn E. Anderson ◽  
Larry E. Overman
Keyword(s):  
Practical Method ◽  
Enantiomeric Purity ◽  
Allylic Amines ◽  
Catalytic Asymmetric

A Highly Efficient and Practical Method for Catalytic Asymmetric Vinylogous Mannich (AVM) Reactions.

ChemInform ◽  
2007 ◽  
Vol 38 (9) ◽  
Author(s):  
Emma L. Carswell ◽  
Marc L. Snapper ◽  
Amir H. Hoveyda
Keyword(s):  
Practical Method ◽  
Highly Efficient ◽  
Catalytic Asymmetric

A Highly Efficient and Practical Method for Catalytic Asymmetric Vinylogous Mannich (AVM) Reactions

2006 ◽  
Vol 118 (43) ◽  
pp. 7388-7391 ◽  
Author(s):  
Emma L. Carswell ◽  
Marc L. Snapper ◽  
Amir H. Hoveyda
Keyword(s):  
Practical Method ◽  
Highly Efficient ◽  
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 Formation of Secondary Allylic Amines by Aza-Claisen Rearrangement of Trifluoroacetimidates

Synlett ◽  
2008 ◽  
Vol 2008 (10) ◽  
pp. 1495-1499 ◽  
Author(s):  
René Peters ◽  
Zhuo-qun Xin ◽  
Daniel Fischer
Keyword(s):  
Claisen Rearrangement ◽  
Allylic Amines ◽  
Catalytic Asymmetric
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