Naturalproductman’s Blog

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Archive for the ‘Regioselective’ Category

Selective acylation of a sugar (1 out of 6)

Posted by naturalproductman on January 24, 2012

Kana Sureshan and co-workers from the Indian Institute of Science Education and Research have reported in Chemical Communications on the use of a sulfuric acid/silica gel catalyst to acylate the 2-hydroxy group of inositol.

inositol

Chem Comm paper

Posted in Methodology, Regioselective | Leave a Comment »

Regioselective epoxide opening

Posted by naturalproductman on October 23, 2011

Pilar López-Ram-de-Víu and co-workers have reported in Organic and Biomolecular Chemistry on an epoxide opening reaction using a Grignard reagent – and the regioselectivity is switched when they use it in the presence of copper bromide.

epoxide

OBC paper

Posted in Copper, Grignard, Methodology, Named Reactions, Named Reagents, Regioselective, Ring Opening, Transition Metal | Leave a Comment »

Regioselective epoxide opening for lysergic acid

Posted by naturalproductman on June 10, 2011

Hiroaki Ohno and co-workers from Kyoto University have reported in JOC on their total synthesis of lysergic acid via a regioselective epoxide opening using a reducing agent.

epoxide

JOC paper

Posted in Alkaloids, Indoles, Methodology, Regioselective, Ring Opening, Transition Metal, Zinc | Leave a Comment »

Ir-Catalyzed Allylic Hydroxylation

Posted by naturalproductman on January 28, 2011

Gunter Helmchen Organisch-Chemisches Institut der Ruprecht-Karls-Universitat Heidelberg in Germany have published in JACS on an asymmetric allylic hydroxylation reaction starting from an allylic bicarbonate.

iridium

 

JACS paper

Posted in Asymmetric, Cascade Reactions, Iridium, Methodology, Regioselective, Transition Metal | Leave a Comment »

Isokidamycin Synthesis

Posted by naturalproductman on October 19, 2010

Stephen Martin and co-workers have published in JACS on the synthesis of isokidamycin.  They used a silicon tether to perform a regioselective Diels-Alder reaction.

isokidamycin

 

JACS paper

Posted in Cycloaddition, Diels-Alder, Named Reactions, Pericyclic reactions, Polyketides, Regioselective, Ring forming | Leave a Comment »

 
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