Naturalproductman’s Blog

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Archive for the ‘Wittig’ Category

Tormesol via Wittig

Posted by naturalproductman on November 21, 2011

Dongjoo Lee and co-workers at Dankook University have reported in Tetrahedron on the synthesis of tormesol.  The seven membered ring was acquired from a Horner-Wadsworth-Emmons reaction.

Wittig

Tetrahedron paper

Posted in Horner-Wadsworth-Emmons, Methodology, Named Reactions, Named Reagents, Sesquiterpenoids, Total Synthesis, Wittig | Leave a Comment »

Asymmetric Wittig reaction

Posted by naturalproductman on November 12, 2011

Luca Bernardi and co-workers have reported in Synlett on an asymmetric Wittig reaction.

asymmetric

Synlett paper

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

Vigulariol and sclerophytin A syntheses

Posted by naturalproductman on August 19, 2011

Michael Crimmins and co-workers at UNC have reported in Organic Letters on the syntheses of two similar looking natural products, vigulariol and sclerophytin A.

vigulariol

OL paper

Posted in Diels-Alder, Methodology, Named Reactions, Terpenoids, Wittig | Leave a Comment »

Olefination with an alkyne

Posted by naturalproductman on June 7, 2011

Kurt Gothelf and co-workers from Aarhus University have reported in Organic Letters on a beta-olefination process involving an alkynoate and an aldehyde in the presence of 1,3,5-triaza-7-phospha-adamantane (PTA).

beta-olefination

OL paper

Posted in Cascade Reactions, Methodology, Named Reactions, Wittig, Ylides | Leave a Comment »

Chivosazole Synthesis

Posted by naturalproductman on September 13, 2010

Markus Kalesse and co-workers at Leibniz Universitat Hannover in Germany have published in JACS on the total synthesis of Chivosazole.

chivosazole

JACS paper

Posted in Ando olefination, cross coupling, Macrocycles, Macrolides, Methodology, Named Reactions, Stille, Wittig | Leave a Comment »

Aza-Wittig and Aza-retro-Claisen

Posted by naturalproductman on March 10, 2010

Robert Boeckman and co-workers at the University of Rochester have recently published in Organic Letters on an aza-Wittig/aza-retro-Claisen reaction to yield heterocyclic nitrogen containing compounds.

aza

OL paper

Posted in Cascade Reactions, Claisen rearrangement, Mechanistic, Methodology, Named Reactions, Wittig, Ylides | Leave a Comment »

Tandem Oxidation-Wittig

Posted by naturalproductman on February 17, 2010

Richard Taylor and co-workers at the University of York have recently published in Synlett on a tandem approach to synthesize dibromo-beta-substituted enone from an alpha hydroxy ketone.   Hydrazine was condensed with the carbonyl and a Suzuki-Miyaura cross coupling followed to form a pyrazole ring.

tandem

Synlett paper

Posted in Cascade Reactions, cross coupling, Methodology, Named Reactions, Palladium, Steroids, Suzuki-Miyaura, Transition Metal, Wittig | Leave a Comment »

 
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