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Archive for the ‘Pummerer rearrangement’ Category

Three component coupling

Posted by naturalproductman on July 13, 2012

Masayuki Inoue and co-workers from University of Tokyo have reported in Organic Letters on a three component Pummerer reaction using V-40 [1,10-azobis(cyclohexane-1-carbonitrile)].
Pummerer

OL paper

Posted in Cascade Reactions, Methodology, Multi-Component Coupling, Named Reactions, Pummerer rearrangement | Leave a Comment »

Pummerer-type Lactonization

Posted by naturalproductman on February 12, 2011

Apparao Satyam and co-worker at Piramal Life Sciences Limited have reported in Tetrahedron Letters on a vinylogous Pummerer reaction.

Pummerer

TL paper

Posted in Cascade Reactions, Methodology, Named Reactions, Pummerer rearrangement, Ring forming | Leave a Comment »

Unexpected Epoxidation

Posted by naturalproductman on December 23, 2010

Danishefsky and co-workers have published in JACS on an epoxidation of a substrate with an olefin tethered by a sulfoxide.

pummerer

 

JACS paper

Posted in Cascade Reactions, Mechanistic, Methodology, Named Reactions, Pummerer rearrangement | Leave a Comment »

Lyconadin A Synthesis

Posted by naturalproductman on December 14, 2010

Fukuyama and co-workers have published in JACS on a total synthesis of lyconadin A.
dibromo

JACS paper

Posted in Alkaloids, Cascade Reactions, Methodology, Named Reactions, Prins, Pummerer rearrangement | Leave a Comment »

Benzofurans from Phenols

Posted by naturalproductman on August 6, 2010

Koichiro Oshima and co-workers at Kyoto University have published in JACS on a Pummerer reaction with the key reagent being a trifluoromethyl ketene dithioacetal monoxide.

Pummerer

JACS paper

Posted in Cascade Reactions, Methodology, Named Reactions, Pericyclic reactions, Pummerer rearrangement, Sigmatropic Rearrangements | Leave a Comment »

Synthesis of Ent-Hyperforin

Posted by naturalproductman on January 11, 2010

Masakatsu Shibasaki and co-workers at the University of Tokyo have recently published in ACIEE on the total synthesis of ent-hyperforin, a polyprenylated acylphloroglucinol.  One of the key reactions was an asymmetric Diels-Alder cycloaddition that involved the use of a cationic iron complex using a chiral pybox ligand.

hyperforin

ACIEE paper

Posted in Cascade Reactions, Claisen rearrangement, Cycloaddition, Glucinols, Methodology, Named Reactions, Polyprenylated, Pummerer rearrangement, Transition Metal | Leave a Comment »