Naturalproductman’s Blog

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Archive for June, 2016

Siloxydiene meets a 1,3-dicarbonyl

Posted by naturalproductman on June 16, 2016

Justin Mohr and co-workers at the University of Illinois in Chicago have reported in Organic Letters on a Mn-promoted oxidative coupling between a siloxydiene and a 1,3-dicarbonyl. They use 2.25 mol equivalents of Mn though so there’s room to make it better?

 

OL paper

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Posted in Manganese, Transition Metal | Leave a Comment »

Communensin F synthesis

Posted by naturalproductman on June 16, 2016

Mohammed Movassaghi and co-workers reported in JACS on the synthesis of communensin F.

 

JACS paper

Posted in Alkaloids, Methodology, Radical Chemistry, Total Synthesis | Leave a Comment »

Mechanism of hexadehydro Diels Alder

Posted by naturalproductman on June 16, 2016

Thomas Hoye and co-workers reported in JACS on a substituent effect on the rate of the hexadehydro-Diels Alder reaction. Unlike the regular Diels-Alder reaction, electron-withdrawing groups slowed the reaction down suggesting a step-wise diradical mechanism as opposed to a concerted mechanism.

 

JACS paper

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

Pallambins C and D syntheses

Posted by naturalproductman on June 13, 2016

Phil Baran and co-workers reported in JACS on the total syntheses of pallambins C and D.

 

JACS paper

Posted in Total Synthesis | Leave a Comment »

Alkoxycarbonylation of secondary bromides

Posted by naturalproductman on June 13, 2016

Erik Alexanian and colleague have reported in JACS on a Pd-catalyzed alkoxycarbonylation of secondary bromides using CO.

 

 

JACS paper

Posted in Methodology, Palladium, Transition Metal | Leave a Comment »

Millingtonine synthesis

Posted by naturalproductman on June 6, 2016

Andrew Lawrence and co-workers from the University of Edinburgh have reported in ACIE on the synthesis of millingtonine.
ACIE paper

Posted in Alkaloids, Glycosides, Total Synthesis | Leave a Comment »

Tetrodotoxin biosynthesis

Posted by naturalproductman on June 6, 2016

Mari Yotsu-Yamashita and co-workers from Tohoku University have reported in ACIE on the biosynthesis of tetrodotoxin.

 

ACIE paper

Posted in Alkaloids, Biosynthesis | Leave a Comment »

7,20-Diisocyanoadociane synthesis

Posted by naturalproductman on June 1, 2016

Ryan Shenvi and co-workers reported in JACS on the synthesis of 7,20-diisocyanoadociane.

 

JACS paper

Posted in Malaria, Total Synthesis | Leave a Comment »