Naturalproductman’s Blog

Hey, is that a natural product?!

(−)-Terengganensine A synthesis

Posted by naturalproductman on April 20, 2016

Jieping Zhu and co-workers have reported in ACIE on the synthesis of (−)-terengganensine A.

 

ACIE paper

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

Propargylic benzoate to allene

Posted by naturalproductman on April 19, 2016

Erick Carreira and colleague have reported in Organic Letters on a rhodium catalyzed synthesis of chiral allenes from propargylic benzoates.

 

OL paper

Posted in Allenes, Methodology, Rhodium, Transition Metal | Leave a Comment »

Markovnikov addition – terminal alkynes to ketones

Posted by naturalproductman on April 19, 2016

Chao-Jun Li and co-workers from McGill University reported in Organic Letters on a useful transformation that converts a terminal alkyne to a ketone using trifluoroethanol as the solvent and triflic acid.

 

OL paper

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

From a dithiane-vinyl chloride to furan

Posted by naturalproductman on April 19, 2016

Shouchu Tang and co-workers from Lanzhou University have reported in Organic Letters on an interesting transformation that undergoes an allene intermediate.

 

OL paper

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

Desymmetrization with proline and Pd

Posted by naturalproductman on April 19, 2016

Yi-Xia Jia and co-workers from Zhejiang University have reported in JACS on an intramolecular desymmetrization by a Heck reaction.

 

JACS paper

Posted in Desymmetrization, Heck, Methodology, Mizoroki-Heck, Organocatalytic, Palladium, Transition Metal | Leave a Comment »

Palladium Carbenes

Posted by naturalproductman on April 19, 2016

Daniel Sole and co-workers at Universidad Complutense de Madrid have reported in ACIE on the generation of palladium carbenoids from diazo precursors to effect an intramolecular C-H insertion.

 

ACIE paper

Posted in Carbene, Methodology, Palladium | Leave a Comment »

Enyne metathesis – a mechanistic investigation

Posted by naturalproductman on April 14, 2016

Steven Diver and co-workers at SUNY Buffalo have reported in JACS on a mechanistic study of enyne metathesis using Hoveyda catalyst and Grubbs 2nd generation catalyst.

 

JACS paper

Posted in Kinetics, Mechanistic, Methodology, Ruthenium, Transition Metal | Leave a Comment »

Epoxide to Thiiranes

Posted by naturalproductman on April 14, 2016

Benjamin List and co-workers reported in JACS on a kinetic resolution approach to convert epoxides to thiiranes using a chiral phosphoric acid catalyst.

 

JACS paper

Posted in Kinetic resolution, Methodology, Organocatalytic | Leave a Comment »

Cyclobutenes from alkynes and silyl enol ethers

Posted by naturalproductman on April 14, 2016

Xiaoming Feng and co-workers from Sichuan University have reported in ACIE on a Zn-catalyzed [2+2] reaction between alkynones and cyclic silyl enol ethers.

 

ACIE paper

Posted in Asymmetric, Cascade Reactions, Methodology, Transition Metal, Zinc, [2+2] | Leave a Comment »

From a trans to cis olefin and oxidations

Posted by naturalproductman on April 14, 2016

Kenji Watanabe and co-workers from the University of Shizuoka have reported in ACIE on an enzyme system (PsoE (glutathione S-transferase) and PsoF (flavin-containing monooxygenase)) that involves glutathione conjugation of a polyolefinic natural product (presynerazol) to form a glutathione adduct intermediate, which in turn is oxidized to the sulfoxide (by flavin hydroperoxide) and eliminates to form a cis-olefin (synerazol).

 

ACIE paper

Posted in Biosynthesis, Polyketides | Leave a Comment »

 
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