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Archive for the ‘Named Reactions’ Category

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 »

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 »

Access to 7-membered rings from lactams

Posted by naturalproductman on January 22, 2016

Scott Sieburth and co-workers from Temple University reported in ACIE on an interesting transformation converting a delta-lactam to a cycloheptanone ring.

 

ACIE paper

Posted in Cascade Reactions, Kulinkovich-de Meijere, Named Reactions, Titanium, Transition Metal | 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 »

Clavosolide synthesis

Posted by naturalproductman on January 18, 2016

Varinder Aggarwal and co-workers at the University of Bristol reported in ACIE on the synthesis of clavosolide.

 

ACIE paper

Posted in Named Reactions, Prins, Total Synthesis | Leave a Comment »

Enantioselective Intermolecular Cross-Rauhut–Currier

Posted by naturalproductman on November 3, 2015

Junliang Zhang and co-workers from East China Normal University have reported in ACIE on an asymmetric Cross-Rauhut-Currier reaction.

coupling

ACIE paper

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

Alkynyl trifluoroborate + aldehyde = allene

Posted by naturalproductman on November 2, 2015

Regan Thomson and co-workers from Northwestern report in ACS Combinatorial Science on a traceless Petasis reaction.

Petasis

ACS Combinatorial Science paper

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

Ustiloxin D synthesis

Posted by naturalproductman on October 28, 2015

Craig Hutton and co-workers from University of Melbourne have reported in JOC on a synthesis of ustiloxin using an ammonia-Ugi reaction.
Ugi

JOC paper

Posted in Multi-Component Coupling, Named Reactions, Peptides, Total Synthesis | Leave a Comment »

 
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