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Archive for the ‘Prins’ Category

Clavosolide synthesis

Posted by naturalproductman on January 18, 2016

Varinder Aggarwal and co-workers at the University of Bristol reported in ACIE on the synthesis of clavosolide.

 

ACIE paper

Posted in Named Reactions, Prins, Total Synthesis | Leave a Comment »

Huperzine A synthesis

Posted by naturalproductman on January 31, 2013

James White and co-workers have reported in Organic Letters on the synthesis of huperzine A.

huperzine

OL paper

Posted in Alkaloids, Asymmetric, Methodology, Named Reactions, Prins, Total Synthesis | Leave a Comment »

Indium bromide cyclization

Posted by naturalproductman on October 2, 2012

Teck-Peng Loh and co-workers from the University of Science and Technology have reported in ACIE on the synthesis of moluccanic acid methyl ester through a Prins-polyene cyclization using indium (III) bromide.

cascade

ACIE paper

Posted in Cascade Reactions, Methodology, Named Reactions, Prins, Terpenoids, Total Synthesis | Leave a Comment »

Portentol via Prins

Posted by naturalproductman on December 2, 2011

Pierre van de Weghe and co-workers at Université de Rennes have reported in Organic Letters on their progress towards portentol using a Prins reaction.

portentol

OL paper

 

Posted in Cascade Reactions, Kinetic resolution, Methodology, Named Reactions, Polyketides, Prins | Leave a Comment »

Oxidative Prins-pinacol

Posted by naturalproductman on October 19, 2011

Sylvain Canesi and co-workers at Université du Québec à Montréal have reported in JOC on an oxidative Prins-pinacol approach towards platensimycin.

oxidative
JOC paper

Posted in Cascade Reactions, Hypervalent Iodine, Methodology, Named Reactions, Pinacol rearrangement, Prins | Leave a Comment »

Aspergillin PZ synthesis

Posted by naturalproductman on October 5, 2011

Larry Overman and co-workers have reported in Tetrahedron on the synthesis of aspergillin PZ using a tin mediated Prins-pinacol reaction.

prins

Tetrahedron paper

Posted in Cascade Reactions, Methodology, Named Reactions, Pinacol rearrangement, Prins, Seven-Membered Rings, Total Synthesis | Leave a Comment »

Exiguolide synthesis

Posted by naturalproductman on August 17, 2011

Karl Scheidt and co-workers at Northwestern have reported in ACIEE on their synthesis of exiguolide and you guessed it:  Prins cyclization was used to form the tetrahydropyran rings.

exiguolide

ACIEE paper

Posted in Methodology, Named Reactions, Prins, Tetrahydropyran | Leave a Comment »

Friedel-Crafts/Prins to get haouamine

Posted by naturalproductman on May 12, 2011

Jeffrey Aube and co-workers at Kansas have reported in Organic Letters on their approach to haouamine via a Friedel Crafts/Prins sequence.

haouamine

OL paper

Posted in Alkaloids, Cascade Reactions, Friedel-Crafts, Methodology, Named Reactions, Prins | Leave a Comment »

Okilactomycin synthesis

Posted by naturalproductman on May 10, 2011

Karl Scheidt and co-workers at Northwestern have reported in ACIEE on the synthesis of okilactomycin using a Prins cyclization to access the tetrahydropyran structure.

okilactomycin

ACIEE paper

Posted in Cascade Reactions, Lactones, Methodology, Named Reactions, Prins, Ring forming | Leave a Comment »

Scabronine G synthesis

Posted by naturalproductman on May 9, 2011

Yoshiharu Iwabuchi and co-workers at Tohoku University have reported in Organic Letters on the total synthesis of scabronine G.

scabronine

OL paper

Posted in Cascade Reactions, Methodology, Named Reactions, Prins, Sesquiterpenes, Seven-Membered Rings | Leave a Comment »