Richard Grainger and co-workers at the University of Southampton have reported in Organic Letters on a semipinacol rearrangement of a diol promoted by triphenylphosphine.

Archive for the ‘Pinacol rearrangement’ Category
Posted by naturalproductman on April 20, 2012
Posted in Cascade Reactions, Mechanistic, Methodology, Named Reactions, Pinacol rearrangement | 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.
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.

Posted in Cascade Reactions, Methodology, Named Reactions, Pinacol rearrangement, Prins, Seven-Membered Rings, Total Synthesis | Leave a Comment »
Cinchona-alkaloid promoted cascade
Posted by naturalproductman on May 12, 2011
Yong-Qiang Tu and co-workers at Lanzhou University have reported in Organic Letters on a cinchona alkaloid promoted halogenation/semi-Pinacol rearrangement to form beta-halo ketones asymmetrically.

Posted in Alkaloids, Cascade Reactions, Methodology, Named Reactions, Organocatalytic, Pinacol rearrangement | Leave a Comment »
Alopecuridine Synthesis
Posted by naturalproductman on March 22, 2011
Yong-Qiang Tu and co-workers at Lanzhou University have reported in ACIEE on the total synthesis of alopecuridine. The five membered ring was accessed via a SmI2 mediated pinacol coupling.

Posted in Alkaloids, Cascade Reactions, Methodology, Named Reactions, Pinacol coupling, Pinacol rearrangement, Ring forming | Leave a Comment »
Seragakinone Synthesis
Posted by naturalproductman on February 6, 2011
Keisuke Suzuki and co-workers at the Tokyo Institute of Technology have published in ACIEE on a synthesis of seragakinone – the key steps involve two benzoin cyclizations catalyzed by an N-heterocyclic carbene.

Posted in Benzoin condensation, Carbene, Cascade Reactions, Methodology, Named Reactions, Organocatalytic, Pinacol rearrangement | Leave a Comment »
Asymmetric Pinacol Rearrangement
Posted by naturalproductman on November 17, 2010
Jon Antilla and co-workers have reported in ACIEE on a Bronstead-acid catalyzed asymmetric pinacol rearrangement.

Posted in Asymmetric, Methodology, Named Reactions, Organocatalytic, Pinacol rearrangement | Leave a Comment »
Oxidative Prins-Pinacol
Posted by naturalproductman on August 28, 2010
Sylvain Canesi and co-workers have published in Chemistry a European Journal on an oxidative Prins-Pinacol rearrangement to access the 5,6-spirobicyclic portion of platensimycin.

Posted in Antibiotics, Cascade Reactions, Hypervalent Iodine, Methodology, Named Reactions, Pinacol rearrangement, Prins, Spirocyclic centers | Leave a Comment »
Liphagal Synthesis
Posted by naturalproductman on April 15, 2010
Jonathan George and co-workers at the University of Oxford have recently reported in Organic Letters on the synthesis of liphagal. The key step to access the seven membered ring was from a Pinacol type rearrangement of the six membered ring diol using TFA.

Posted in Cascade Reactions, Methodology, Named Reactions, Pinacol rearrangement, Ring expansion, Seven-Membered Rings | Leave a Comment »
