Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Asymmetric’ Category

Penibruguieramine A synthesis

Posted by naturalproductman on July 22, 2015

Sanghee Kim and co-workers from Seoul National University have reported in ACIE on the synthesis of penibruguieramine A.

alkaloid

ACIE paper

Posted in Alkaloids, Asymmetric, Kinetic resolution, Methodology, Total Synthesis | Leave a Comment »

Nazarov-semipinacol cascade

Posted by naturalproductman on July 11, 2015

Take a cyclobutanol bearing dienone and see what kind of Nazarov reaction occurs…Yong-Qiang Tu and co-workers at Lanzhou University reported in JACS on this interesting asymmetric transformation.

Nazarov

JACS paper

Posted in Asymmetric, Cascade Reactions, Methodology, Named Reactions, Nazarov cyclization, Organocatalytic | Leave a Comment »

Stereospecific reaction with D2O but not with H2O

Posted by naturalproductman on July 10, 2015

Jik Choon and co-workers at the University of Toronto have reported in ACIE on an interesting sttereoinversion that occurs in D2O but not in H2O.

asymmetric

ACIE paper

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

Cyclic 1,3-carbonates from carbon dioxide fixation

Posted by naturalproductman on June 7, 2015

Jeffrey Johnston and co-workers have reported in JACS on the synthesis of 1,3-cyclic carbonates from butenol, carbon dioxide and NIS.
carbonate
JACS paper

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

Disorazole synthesis through metathesis

Posted by naturalproductman on May 2, 2015

Alison Hulme and co-workers from the University of Edinburgh have reported in ACIE on a metathesis approach to disorazole. Reminds me of the Hoveyda approach.

metathesis

ACIE paper

Posted in Asymmetric, C2-Symmetric, Metathesis, Methodology, Molybdenum, Transition Metal | Leave a Comment »

Galanthamine and lycoramine syntheses

Posted by naturalproductman on April 12, 2015

Yanxing Jia and co-workers at Peking University have reported in ACIE on the synthesis galanthamine and lycoramine.
galanthamine

ACIE paper

Posted in Alkaloids, Asymmetric, Methodology, Total Synthesis, Transition Metal | Leave a Comment »

Intramolecular nucleophilic displacement of alcohols

Posted by naturalproductman on April 12, 2015

Joseph Samec and co-workers from the University of Uppsala have reported in JACS on a phosphoric acid catalyzed intramolecular displacement of alcohols.

alcohol

JACS paper

Posted in Asymmetric, Methodology | Leave a Comment »

Rocaglamide synthesis

Posted by naturalproductman on March 31, 2015

Marcus Tius and colleague have reported in ACIE on the asymmetric synthesis of rocaglamide.
rocaglamide

ACIE paper

Posted in Asymmetric, Named Reactions, Nazarov cyclization, Total Synthesis | Leave a Comment »

[2+2] via oxazaborolidine

Posted by naturalproductman on March 22, 2015

M. Kevin Brown and co-workers at Indiana University have reported in JACS on an asymmetric [2+2] using an oxazaborolidine catalyst.

2+2

JACS paper

Posted in Asymmetric, Cycloaddition, Methodology, [2+2] | Leave a Comment »

Phosphoric acid catalyzed alpha-amination

Posted by naturalproductman on March 5, 2015

Dean Toste and colleague have reported in JACS on a phosphoric acid catalyzed alpha-amination of ketones – I am reminded of Hisashi Yamamoto’s silver BINAP methodology back in 2003.

phosphoric acid

JACS paper

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

 
Follow

Get every new post delivered to your Inbox.

Join 81 other followers