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Archive for the ‘Diels-Alder’ Category

Mechanism of a Diels-Alderase Enzyme

Posted by naturalproductman on May 7, 2016

Paul Race and co-workers from the University of Bristol have reported in JACS on the details of how an enzyme catalyzes a Diels-Alder reaction using crystal structures and enzyme assays. The enzyme is called spirotetronate cyclase AbyU and is key in forming the macrocyclic structure of abyssomicin C.

 

JACS paper

Posted in Diels-Alder, Enzymes | Leave a Comment »

Gracilamine formal synthesis

Posted by naturalproductman on February 12, 2016

Scott Snyder and co-workers at the University of Chicago have reported in ACIE on a formal synthesis of gracilamine.

Snyder ACIE 2016.gif

ACIE paper

Posted in Alkaloids, Diels-Alder, Named Reactions, retro-Diels-Alder, Total Synthesis | Leave a Comment »

3 Diels-Alder reactions in 1 go

Posted by naturalproductman on January 29, 2016

Michael Sherburn and co-workers from the Australian National University reported in JOC on a Diels-Alder cascade sequence.

DIELS ALDER CASCADE 01.29.2016.gif

JOC paper

 

Here’s an interesting related ACIE paper by the same group.

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

Fusarisetin A synthesis

Posted by naturalproductman on January 27, 2016

Yandong Zhang and co-workers at Xiamen University have reported in Organic Letters on a synthesis of fusarisetin A using a one pot intramolecular Diels-Alder/Mukaiyama aldol reaction cascade sequence.

OL paper

Posted in Cascade Reactions, Diels-Alder, Named Reactions, One pot, Total Synthesis | Leave a Comment »

Hetero-Diels-Alder/Oxy-Michael cascade

Posted by naturalproductman on January 22, 2016

John Gao and co-workers from UT San Antonio have reported in ACIE on the use of modularly designed organocatalysts (MDO) to effect a hetero-Diels-Alder/oxy-Michael cascade reaction.

 

ACIE paper

Posted in Cascade Reactions, Diels-Alder, Kinetic resolution, Methodology, Named Reactions, Organocatalytic, Oxy-Michael | Leave a Comment »

Sanggenons C and O syntheses

Posted by naturalproductman on January 19, 2016

John Porco and co-workers at Boston University have reported in JACS on the syntheses of sanggenons C and O.

 

JACS paper

Posted in Diels-Alder, Named Reactions, Polyketides, Total Synthesis | Leave a Comment »

Diels-Alder back to back

Posted by naturalproductman on October 16, 2015

Xuegong She and co-workers from Lanzhou University have reported in Chemical Communications on a domino Diels-Alder transformation to form a polycyclic scaffold.

Diels-Alder

Chemical Communications paper

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

Atisane-type diterpenoids

Posted by naturalproductman on October 16, 2015

Bo Liu and co-workers at Sichuan University have reported in JACS on the synthesis of atisane-type diterpenoids.

atisane

JACS paper

Posted in Diels-Alder, Diterpenoids, Methodology, Named Reactions, Total Synthesis | Leave a Comment »

Paracaseolide A synthesis

Posted by naturalproductman on October 13, 2015

Thomas Hoye and colleague at the University of Minnesota have reported in Nature Chemistry on a Diels-Alder reaction to access paracaseolide.

Nature Chemistry paper

Posted in Biomimetic, Cascade Reactions, Diels-Alder, Methodology, Named Reactions, Total Synthesis | Leave a Comment »

Leucoridine synthesis

Posted by naturalproductman on August 28, 2015

Rodrigo Andrade and co-workers from Temple University have reported in ACIE on the synthesis of

Diels-Alder

ACIE paper

Posted in Alkaloids, Diels-Alder, Dimer, Methodology, Named Reactions, Total Synthesis | Leave a Comment »