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Archive for the ‘Named Reactions’ Category

Perforanoid A synthesis

Posted by naturalproductman on May 29, 2016

Xiaojiang Hao and co-workers from the Chinese Academy of Sciences have reported in ACIE on the synthesis of perforanoid A.

 

ACIE paper

Posted in Limonoids, Methodology, Pauson-Khand, Total Synthesis | Leave a Comment »

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 »

Hydroxygardnerine, Hydroxygardnutine, Gardnerine, (E)-16-epi-Normacusine B, and Koumine syntheses

Posted by naturalproductman on April 4, 2016

Hiromitsu Takayama and co-workers from Chiba University have reported in Organic Letters on the syntheses of some indole alkaloids using a gold catalyzed 6-exo dig cyclization – which looks like a Conia-ene reaction.

 

OL paper

Posted in Alkaloids, Conia-Ene, Gold, Indoles, Named Reactions, Total Synthesis, Transition Metal | Leave a Comment »

Akaol A synthesis

Posted by naturalproductman on April 4, 2016

Alakesh Bisai and co-workers reported in Organic Letters on a Nazarov approach to akaol A.

 

OL paper

Posted in Named Reactions, Nazarov cyclization, Sesquiterpenes | Leave a Comment »

Some benzyne chemistry

Posted by naturalproductman on February 16, 2016

Michael Greaney and co-workers from the University of Manchester have reported in ACIE on an aryl Truce-Smiles rearrangement to synthesize biaryl amines.

benzyne.gif

ACIE paper

Posted in benzyne, Cascade Reactions, Methodology, Named Reactions, Truce-Smiles rearrangement | Leave a Comment »

[2+2+2] towards rubriflordilactone B

Posted by naturalproductman on February 16, 2016

Zhixiang Xie and co-workers from Lanzhou University have reported in Organic Letters on an approach towards rubriflordilactone B using Wilkinson’s catalyst.

lactone

OL paper

Posted in Cascade Reactions, Lactones, Named Reactions, Total Synthesis | 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 »

From carboxylic acid to ketone

Posted by naturalproductman on January 26, 2016

Peter Schreiner and co-workers from Justus-Liebig University have reported in ACIE on an asymmetric Dakin-West reaction. I am reminded of a similar transformation from carboxylic acid chlorides to trifluoroketones reported by Samir Zard’s group. From my own experience, the Zard reaction also works with just a carboxylic acid as the starting material (except, as pointed out – is not an asymmetric reaction).

 

ACIE paper

Posted in Asymmetric, Cascade Reactions, Dakin-West, Methodology, Named Reactions | 2 Comments »

 
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