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Archive for the ‘Schmidt’ Category

Mechanistic studies of cascade Schmidt reaction

Posted by naturalproductman on April 10, 2012

Jeffrey Aube and co-workers at the University of Kansas have reported in JACS on their mechanistic studies of a cascade intramolecular Schmidt reaction.

stereochemistry
JACS paper

Posted in Asymmetric, Cascade Reactions, Methodology, Named Reactions, Schmidt | Leave a Comment »

Stemonamide Synthesis

Posted by naturalproductman on December 7, 2010

Fu-Min Zhang and co-workers at Lanzhou University have published in Chem Comm on a synthesis of stemonamide where a Schmidt reaction was used to access the 5,7-A,B-ring system.

stemonamide

Chem Comm paper

Posted in Aldol, Alkaloids, Dieckmann condensation, Methodology, Named Reactions, Schmidt, Spirocyclic centers, Titanium, Transition Metal | Leave a Comment »

Prins-Schmidt Cascade

Posted by naturalproductman on February 23, 2010

Jeffrey Aube and co-workers from the University of Kansas have recently published in Organic Letters on a tandem Prins/Schmidt reaction mediated by titanium tetrachloride to access the a 5,6,6-tricyclic ring system belonging to some alkaloids – cyclindricine and lepadiformine (diastereomers).

prins


OL paper

Posted in Cascade Reactions, Methodology, Named Reactions, Prins, Schmidt, Titanium, Transition Metal | Leave a Comment »

Intramolecular Schmidt on Azido Acetal

Posted by naturalproductman on February 3, 2010

Jeffrey Aube and co-worker at the University of Kansas have recently published in JACS on the intramolecular Schmidt reaction using an acetal instead of the unprotected ketone to control the regioselectivity.

schmidt

JACS paper

Posted in Cascade Reactions, Methodology, Ring forming, Schmidt | Leave a Comment »

 
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