Naturalproductman’s Blog

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Archive for the ‘Ytterbium’ Category

It’s all in one pot!

Posted by naturalproductman on January 26, 2011

Yen-Ho Chu and co-workers at the National Chung Cheng University in Taiwan have published in Organic Letters on a synthesis of luotonin.  This compound has in vitro activity against  murine leukemia P-388 cell line with an IC50 value of 6.3 micromolar.

luotonin

OL paper

Posted in Alkaloids, Cancer, Cascade Reactions, leukemia, Methodology, One pot, Transition Metal, Ytterbium | Leave a Comment »

Zn/Yb-Mediated Conia-Ene Reaction

Posted by naturalproductman on August 17, 2010

Jin-Heng Li and co-workers from Hunan Normal University have published in Synthesis on a Conia-ene reaction using Yb and Zn.  This reaction is catalytic in zinc but stoichiometric in ytterbium.  When a terminal alkyne is used, the cyclization is in the exo-dig mode, but when an internal alkyne is used, the cyclization is in the endo-dig mode.

Conia-Ene

Synthesis paper

Posted in Cascade Reactions, Conia-Ene, Methodology, Named Reactions, Ring forming, Transition Metal, Ytterbium, Zinc | Leave a Comment »

Two Step Access to Substituted Amino-pyrroles

Posted by naturalproductman on June 27, 2010

Takeo Konakahara and co-workers at the Tokyo University of Science have reported in the European Journal of Organic Chemistry on a multicomponent approach to synthesize aza dienes and followed by a ytterbium catalyzed [4+2] reaction between the azadiene and TMS-cyanide.

azadiene

European JOC paper

Posted in Cascade Reactions, Methodology, Multi-Component Coupling, Transition Metal, Ytterbium | Leave a Comment »

Synthesis of Platyphyllide

Posted by naturalproductman on May 11, 2010

Atsushi Nishida and co-workers from Chiba University have recently reported in JOC on the asymmetric synthesis of platyphyllide with the key reaction being an asymmetric Diels-Alder reaction.

DA

JOC paper

Posted in Asymmetric, Cascade Reactions, Cycloaddition, Diels-Alder, Ito-Saegusa oxidation, Methodology, Named Reactions, Palladium, Pericyclic reactions, Transition Metal, Ytterbium | Leave a Comment »

Propargyl/Allyl/Vinyl Silanes

Posted by naturalproductman on May 8, 2010

Marek Chmielewski and co-workers at the Institute of Organic Chemistry of the Polish Academy of Sciences have recently reported in Tetrahedron on some intramolecular cyclization reactions generating an acyliminium ion in the presence of either a propargyl, allyl, or vinyl silane.

propargyl silane


Tetrahedron paper

Posted in Cascade Reactions, Methodology, Ring forming, Titanium, Transition Metal, Ytterbium | Leave a Comment »

 
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