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Angew Chem Int Ed Engl

Title:		"Catalytic, enantioselective synthesis of 1,2-anti-diols by asymmetric ring-opening/cross-metathesis"
Author(s):		Hartung J; Grubbs RH;
Address:		"Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA)"
Journal Title:		Angew Chem Int Ed Engl
Year:		2014
Volume:		20140219
Issue:		15
Page Number:		3885 - 3888
DOI:		10.1002/anie.201310767
ISSN/ISBN:		1521-3773 (Electronic) 1433-7851 (Print) 1433-7851 (Linking)
Abstract:		"An enantioselective method for the synthesis of 1,2-anti-diols has been developed. A cyclometalated chiral-at-ruthenium complex catalyzes the asymmetric ring-opening/cross-metathesis of dioxygenated cyclobutenes, thus resulting in functionally rich synthetic building blocks. Syntheses of the insect pheromone (+)-endo-brevicomin and monosaccharide ribose demonstrate the synthetic utility of the 1,2-anti-diol fragments generated in the title reaction"
Keywords:		Alcohols Aldehydes/*chemical synthesis/*chemistry Catalysis Ruthenium/*chemistry Stereoisomerism asymmetric catalysis metathesis pheromones ruthenium;
Notes:		"MedlineHartung, John Grubbs, Robert H eng R01 GM031332/GM/NIGMS NIH HHS/ 5R01GM031332-27/GM/NIGMS NIH HHS/ Research Support, N.I.H., Extramural Research Support, U.S. Gov't, Non-P.H.S. Germany 2014/02/21 Angew Chem Int Ed Engl. 2014 Apr 7; 53(15):3885-8. doi: 10.1002/anie.201310767. Epub 2014 Feb 19"