Naturalproductman’s Blog

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Archive for May, 2013

BE-43472B synthesis

Posted by naturalproductman on May 17, 2013

Keisuke Suzuki and co-workers at Tokyo Institute of Technology have reported in ACIE on the synthesis of

antibiotic

ACIE paper

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Posted in Antibiotics, Methodology, Total Synthesis | Leave a Comment »

Transtaganolide syntheses

Posted by naturalproductman on May 17, 2013

Brian Stoltz and co-workers have reported in ACIE on the syntheses of transtaganolides through an Ireland-Claisen rearrangement/Diels-Alder cascade.

ICR/DA

ACIE paper

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

Mbandakamines A and B

Posted by naturalproductman on May 16, 2013

Gerhard Bringmann and co-workers at the University of Wurzberg have reported in OL on the isolation of anti-malarial mbandakamines A and B.
mbandakamines

OL paper

Posted in Alkaloids, Diseases, Malaria | Leave a Comment »

Cinchona alkaloid catalyzed proton transfer

Posted by naturalproductman on May 14, 2013

Jin-Pei Cheng and co-workers from Nankai University have reported in JACS on a biomimetic proton transfer.

biomimetic

JACS paper

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

Removing triphenylphosphine oxide

Posted by naturalproductman on May 14, 2013

I have had this silly problem in trying to get rid of triphenylphosphine oxide from my reaction mixture.  It’s stuck with my final product and can be a pain.  Some tricks I’ve seen are the use of dissolving mixture (O=PPh3 and product) in ether and run through short pad of silica.  This would be great if my product weren’t so polar – instead my product does not elute with ether.  Another trick was from this Lipshutz paper in 2003 where they used Merrifield resin to scavenge the phosphine.

 

OL paper

Posted in New Setups, New Types, Random | 11 Comments »

Schisanwilsonene A synthesis

Posted by naturalproductman on May 10, 2013

Antonio Echavarran and co-workers at ICIQ have reported in ACIE on a synthesis of schisanwilsonene A.

seven

ACIE paper

Posted in Methodology, Sesterterpenes, Seven-Membered Rings, Total Synthesis | Leave a Comment »

Hypervalent iodine promoted aryl shift

Posted by naturalproductman on May 10, 2013

Thomas Wirth and co-workers at Cardiff University have reported in ACIE on a hypervalent iodine reagent promoted migration of an aryl group.

iodine

ACIE paper

Posted in Asymmetric, Hypervalent Iodine, Methodology | Leave a Comment »

Aspidophytine synthesis

Posted by naturalproductman on May 9, 2013

Fayang Qiu and co-workers at Chinese Academy of Sciences have reported in ACIE on a synthesis of aspidophytine.

alkaloid

ACIE paper

Posted in Alkaloids, Asymmetric, Methodology | Leave a Comment »

DYKAT

Posted by naturalproductman on May 9, 2013

Jeffrey Johnson and co-workers at UNC have reported in Org Lett on a dynamic kinetic resolution.

KR

OL paper

Posted in Asymmetric, Friedel-Crafts, Kinetic resolution, Methodology, Named Reactions | Leave a Comment »

Ni-catalyzed acyl cross-coupling

Posted by naturalproductman on May 9, 2013

Sarah Reisman and co-workers have reported in JACS on a Ni-catalyzed coupling of an aryl chloride and acyl chloride.

Ni

JACS paper

Posted in Asymmetric, Methodology, Nickel, Transition Metal | Leave a Comment »