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Archive for the ‘Cascade Reactions’ Category

multiple reactions back to back (to back) in one go

Rhodium cascade

Posted by naturalproductman on July 16, 2014

Richmond Sarpong and co-workers have reported in ACIE on a rhodium catalyzed cascade reaction involving an aza-Cope rearrangement.

Cope

ACIE paper

Posted in Aza-Cope rearrangement, Cascade Reactions, Methodology, Named Reactions, Rhodium, Transition Metal | Leave a Comment »

Claisen-Diels-Alder cascade to spirooliganones A and B

Posted by naturalproductman on July 16, 2014

Rongbiao Tong and co-workers from the Hong Kong University of Science and Technology have reported in Org Lett on a slick reaction to form spirooliganones.

 
spirooliganones

OL paper

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

Keteniminium cyclization

Posted by naturalproductman on June 30, 2014

Gwilherm Evano and co-workers from Université Libre de Bruxelles (ULB) in Belgium, have reported in JACS on a Bronstead acid catalyzed cyclization.

H+

JACS paper

Posted in Cascade Reactions, Methodology | Leave a Comment »

Ireland Claisen/Cope rearrangement

Posted by naturalproductman on June 30, 2014

James Leighton and co-workers reported in JACS on a mechanistic study of a tandem Ireland Claisen/Cope rearrangement reaction to form some polycyclic rings.

oxy Cope

JACS paper

Posted in Cascade Reactions, Claisen rearrangement, Cope rearrangement, Mechanistic, Methodology, Named Reactions, oxy-Cope rearrangement | Leave a Comment »

Ileabethoxazole synthesis

Posted by naturalproductman on June 7, 2014

David Williams and colleague have reported in JACS on the synthesis of ileabethoxazole.

JACS paper

Posted in Asymmetric, Cascade Reactions, Methodology, Named Reactions, Pauson-Khand, Total Synthesis | Leave a Comment »

Lepistine synthesis

Posted by naturalproductman on May 14, 2014

Tohru Fukuyama and co-workers published in Organic Letters on their synthesis of lepistine via a slick cascade reaction.

cascade

OL paper

Posted in Alkaloids, Cascade Reactions, Methodology, Total Synthesis | Leave a Comment »

[5+2] with rhodium

Posted by naturalproductman on May 14, 2014

Paul Wender and co-workers have reported in Organic Letters on a rhodium catalyzed [5+2] reaction.

propargyl

OL paper

Posted in Cascade Reactions, Methodology, Rhodium, Transition Metal | Leave a Comment »

Old reagent, new trick

Posted by naturalproductman on May 14, 2014

Ekaterina Budynina and co-workers from Moscow State University have used a Corey ylide to react with alpha,beta-unsaturated ketons to form dihydrofurans.

 
Corey ylide

OL paper

 

Posted in Cascade Reactions, Corey ylide, Methodology, Named Reagents | Leave a Comment »

Epoxide cascade ring opening sequence for cyclopropanes

Posted by naturalproductman on May 6, 2014

Marcs Sa and colleague at have reported in JOC on a method to form cyclopropanecarboxamides from a cascade epoxide ring opening sequence.

cyclopropane

JOC paper

Posted in Cascade Reactions, Methodology | Leave a Comment »

Copper catalyzed [3+2] mechanism

Posted by naturalproductman on May 6, 2014

When I saw the graphical abstract of this paper, the first thing that came to mind was Michael Kerr at the University of Western Ontario, but this paper was from Yong Tang’s group in SIOC in collaboration with Kendall Houk’s computational group to study the mechanism of this [3+2] reaction. They used the LANL2DZ basis set in this paper. Great to hear.

copper

JACS paper

Posted in Cascade Reactions, Computational, Copper, DFT, Methodology, Transition Metal | Leave a Comment »

 
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