Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for October, 2015

Asymmetric spiroketalization

Posted by naturalproductman on October 29, 2015

Seijiro Matsubara and co-workers at Kyoto University have reported in ACIE on the use of an aminothiourea catalyst to form spiroketals asymmetrically.

amino

ACIE paper

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Posted in Asymmetric, Methodology, Organocatalytic, Spirocycles | Leave a Comment »

I like the title on this one

Posted by naturalproductman on October 29, 2015

Kathlyn Parker and colleague have reported in Organic Letters on the synthesis of phosphoiodyn A.
phosphoiodyn A

OL paper

Posted in Total Synthesis | Leave a Comment »

Pd-cross coupling with vinylogous enolates

Posted by naturalproductman on October 28, 2015

Troels Skrydstrup and co-workers at Aarhus University have reported in JACS on a palladium catalyzed coupling between Csp2-iodides and vinylogous enolates.
enolate

JACS paper

Posted in cross coupling, Methodology, Palladium, Transition Metal | 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 »

Oxyfluorination

Posted by naturalproductman on October 28, 2015

Li-Na Guo and co-workers at Xi’an Jiaotong University have reported in JOC on an oxfluorination process.
oxyfluorination

JOC paper

Posted in Cascade Reactions, Methodology | Leave a Comment »

Sigmatropic rearrangement cascade

Posted by naturalproductman on October 28, 2015

Here’s another example of the student who published a single author paper. Yang Yang at MIT from Buchwald’s lab reported in ACIE on a very cool sigmatropic rearrangement.
sigmatropic
ACIE paper

Posted in Cascade Reactions, Copper, Sigmatropic Rearrangements, Transition Metal | Leave a Comment »

Massadine core synthesis

Posted by naturalproductman on October 28, 2015

Daesung Lee and co-workers reported in Organic Letters on the access of the cyclopentane ring core of massadine through a cyclohexane to cyclopentane ring contraction approach by oxidatively cleaving a 1,2-diol intermediate then cyclizing the resulting dialdehyde.
ring

Organic Letters paper

Posted in Alkaloids, Methodology, Ring contraction, Total Synthesis | Leave a Comment »

Portentol synthesis

Posted by naturalproductman on October 28, 2015

Dirk Trauner and colleague have reported in JACS on the synthesis of portentol.

portentol

JACS paper

Posted in Glycosides, Total Synthesis | Leave a Comment »

Epoxyeujindole synthesis

Posted by naturalproductman on October 28, 2015

Ang Li and co-workers from SIOC have reported in JACS on the synthesis of epoxyeujindole.

epoxyeujindole

JACS paper

JACS paper

Posted in Alkaloids, Indoles, Total Synthesis | Leave a Comment »

Spiroscytalin

Posted by naturalproductman on October 23, 2015

Nicholas Oberlies and co-workers from UNC Greensboro have reported in Tetrahedron on the isolation of spiroscytalin from a fungus.
spiroscytalin

Tetrahedron paper

Posted in Alkaloids, Tetramic acids | Leave a Comment »