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Archive for the ‘Cascade Reactions’ Category

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

Rearrange to more complexity

Posted by naturalproductman on July 27, 2014

Paul Hergenrother and co-workers from UIUC have reported in ACIE on an interesting rearrangement to form fenestrane ring systems.

cyclopropane

ACIE paper

Posted in Antibiotics, Cascade Reactions, Mechanistic, Methodology | Leave a Comment »

Electrocyclic ring opening to ketonitrones

Posted by naturalproductman on July 27, 2014

Masahiro Terada and co-workers from Tohoku University have reported in Organic Letters on a copper-catalyzed rearrangement to form alpha,beta-unsaturated ketonitrones.

nitrone

OL paper

Posted in Cascade Reactions, Copper, Electrocyclization, Mechanistic, Methodology, Pericyclic reactions, Transition Metal | Leave a Comment »

Aryl halide couplings with Sp3-carbons

Posted by naturalproductman on July 27, 2014

Gary Molander and colleagues reported in Science on a photoredox nickel dual catalysis for a cross coupling reaction between an sp3-hybridized organoboron and an aryl halide.

Science paper (Molander)

In the same issue, David Macmillan and co-workers have reported on a photoredox reaction involving a nickel catalyzed coupling between an sp3-alpha-carboxyl and an aryl halide.

Science paper (Macmillan)

 

Posted in Cascade Reactions, cross coupling, Light Mediated, Methodology, Nickel, Transition Metal | Leave a Comment »

Bislactone desymmetrization

Posted by naturalproductman on July 27, 2014

Jieping Zhu and co-workers have reported in ACIE on the synthesis of rhazinilam and leucomidine B.

desymmetrize

ACIE paper

Posted in Alkaloids, Asymmetric, C2-Symmetric, Cascade Reactions, Methodology, Organocatalytic | Leave a Comment »

Aluminum porphyrin

Posted by naturalproductman on July 27, 2014

George O’Doherty and co-workers from Northeastern University have reported in JACS on an aluminum catalyzed beta-lactone synthesis from epoxides.

aluminum

JACS paper

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

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 »

 
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