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Archive for the ‘Diels-Alder’ Category

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 »

Diels-Alder approach to galbulimima alkaloids

Posted by naturalproductman on August 25, 2015

Here’s a paper related to the galbulimima alkaloids, which were made famous by Lewis Mander’s group. Regan Thomson and co-workers report in JACS on the synthesis of galbulimima alkaloids. A nice collaboration with DFT calculations from Dean Tantillo’s group shows the orbital interactions in the transition state structures of the Diels-Alder reactions.
galbulimima

JACS paper

Posted in Alkaloids, DFT, Diels-Alder, Methodology, Total Synthesis | Leave a Comment »

 
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