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Archive for the ‘Cascade Reactions’ Category

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

4-Hydroxycyclopentenones from furans

Posted by naturalproductman on November 16, 2014

Javier Read de Alaniz and co-workers from UCSB have reported in Tetrahedron Letters on the synthesis of cyclopentenones from furans through a Piancatelli rearrangement.
Piancatelli
TL paper

Posted in Cascade Reactions, Methodology, Named Reactions, Piancatelli rearrangement, Ring Opening | 1 Comment »

Thioalkynes from hypervalent iodine

Posted by naturalproductman on November 14, 2014

Jerome Waser and colleagues at EPFL have reported in JACS on a way to synthesize thioalkynes from hypervalent iodine.

iodine

JACS paper

Posted in Cascade Reactions, Methodology, Sulfur chemistry | 1 Comment »

Depolymerization of oxidized lignins

Posted by naturalproductman on November 13, 2014

Shannon Stahl and co-workers have reported in Nature on a depolymerization process of oxidized lignins induced by formic acid.

 

Nature paper

Posted in Cascade Reactions, Depolymerization, Methodology | Leave a Comment »

Difluorination using hypervalent iodine

Posted by naturalproductman on November 10, 2014

Kálmán J. Szabó and co-workers from Stockholm University have reported in ACIE on a difluorination of styrene using a hypervalent iodide reagent.

fluorination
ACIE paper

Posted in Cascade Reactions, Hypervalent Iodine, Methodology | Leave a Comment »

Pyridines from aziridines

Posted by naturalproductman on November 10, 2014

Masahiro Yoshida and co-workers from the University of Tokushima have reported in ACIE on the synthesis of pyridines from aziridines.

pyridine

ACIE paper

Posted in Cascade Reactions, Methodology | Leave a Comment »

Phenolic coupling for morphine

Posted by naturalproductman on November 10, 2014

Matthew Gaunt and co-workers from the University of Cambridge have reported in ACIE on the formal synthesis of morphine through an oxidative phenolic coupling.

morphine

ACIE paper

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

Furan to cyclopentenone from singlet oxygen

Posted by naturalproductman on November 10, 2014

Georgios Vassilikogiannakis from the University of Crete have reported in ACIE on the synthesis of cyclopentenones from furans through an endoperoxide intermediate.
furan

ACIE paper

Posted in Cascade Reactions, Methodology | Leave a Comment »

Ascospiroketal A synthesis

Posted by naturalproductman on November 8, 2014

Robert Britton and co-workers from Simon Fraser University have reported in ACIE on the synthesis of ascospiroketal A through a silver cascade reaction.

silver

ACIE paper

Posted in Cascade Reactions, Methodology, Silver, Total Synthesis, Transition Metal | Leave a Comment »

A bowtie rearrangement

Posted by naturalproductman on November 4, 2014

Masahiro Murakami and co-workers at Kyoto University have reported in JACS on a nice “bow tie” rearrangement (look at the thermal rearrangement precursor:  looks like a bow tie). Kind of reminds me of the spirodiepoxide work from the lab of Lawrence Williams at Rutgers.

cyclopropane

JACS paper

Posted in Cascade Reactions, Methodology | Leave a Comment »

Asymmetric aza-Pinacol rearrangement

Posted by naturalproductman on November 4, 2014

Yong-Gui Zhou and co-workers at SIOC have reported in JACS on an asymmetric aza-Pinacol rearrangement.

asymmetric

JACS paper

Posted in Asymmetric, Aza-Pinacol, Cascade Reactions, Methodology, Named Reactions, Palladium, Ring expansion, Transition Metal | Leave a Comment »

 
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