30 schmidt, b, an olefin metathesis/double bond isomerization sequence catalyzed by an in situ generated ruthenium hydride species european journal of organic chemistry 2003, 2003 (5), 816-819 31 scholte, a a an, m h snapper, m l, ruthenium-catalyzed tandem olefin metathesis− oxidations organic. Ruthenium-catalyzed tandem olefin metathesis−oxidations andrew a scholte, mi hyun an, and marc l snapper department of chemistry, merkert chemistry center, boston college, 2609 beacon street, chestnut hill, massachusetts 02467-3860 org lett , 2006, 8 (21), pp 4759–4762 doi: 101021/ol061837n. With minimal added cost or waste2 while there are several examples of ruthenium-catalyzed tandem processes involving an olefin metathesis followed by hydrogenation,3 isomerization,4 or oxidation,5 there are relatively few cases in which the subsequent metal-catalyzed reaction creates additional carbon– carbon bonds.
Preparation of aliphatic ketones through a ruthenium-catalyzed tandem cross- metathesis/allylic alcohol isomerization grubbs' 2nd generation and hoveyda- grubbs' ruthenium alkylidenes are shown to be effective catalysts for cross- metatheses of allylic alcohols with cyclic and acyclic olefins, as well as isomerization. As a result, a family of ruthenium catalysts have been developed that have opened the door to a wide variety of applications for olefin metathesis the tolerance of these complexes other metal-catalyzed reactions including oxidations and tandem metathesis/oxidation are also areas of study selected recent publications.
Recent examples of tandem catalysis by metathesis-active ruthenium complexes include olefin metathesis combined with radical atom transfer,3 olefin isomerization,4 hydrogenation,5 and cyclopropanation6 herein, we will describe a tandem, ruthenium-catalyzed olefin metathesis−oxidation sequence for the preparation. Catalyzed metathesis was discovered in the industry following observations in the 1950s of the polymerization of alkylidene complex, [ta(ch2cme3)3(= chcme3)], which has the high oxidation state of v6a schrock workers found that ruthenium trichloride polymerized olefins even in water8b actually.
Dornan, p k lee, d grubbs, r h “tandem olefin metathesis/oxidative cyclization: synthesis of tetrahydrofuran diols from simple olefins h “ development of a one-pot tandem reaction combining ruthenium-catalyzed alkene metathesis and enantioselective enzymatic oxidation to produce aryl. Development of ruthenium-n-heterocyclic carbene catalysts for ring-closing metathesis at low catalyst loading and for catalyzed transformations, cross- coupling reactions and olefin metathesis have been attracting a rcm/oxidation sequence and the preparation of furnished bis-furan via the tandem cyclisation of. A stereoselective synthesis of anti-1,2-diols has been developed using a multitasking ru-catalyst in an assisted tandem catalysis protocol a cyclometalated ruthenium complex catalyzes first a z-selective cross metathesis of two terminal olefins followed by a stereospecific dihydroxylation both steps are.
Abstract benzene derivatives were synthesized in excellent yield from 1,4,7-trien -3-ols by tandem ruthenium-catalyzed ring-closing olefin metathesis (rcm)/ dehydration the method was extended to the tandem rcm/oxidation process to obtain phenol and aniline derivatives this method displays many advantages over.
Ruthenium-catalyzed tandem olefin metathesis-oxidations american chemical society 2006 the utility of grubbs' 2nd generation metathesis catalyst has been expanded by the development of two tandem olefin metathesis/oxidation protocols these ruthenium-catalyzed processes provide cis-diols or α-hydroxy. Keywords: tandem catalysis chemoenzymatic biocatalysis dynamic kinetic resolution artificial for the racemization of alcohols, the most commonly employed chemical catalysts are ruthenium successfully combined ru- catalyzed olefin metathesis with a p450-monooxygenase catalyzed oxidation.
Ruthenium catalysts to stereoretentive olefin metathesis, the first example of a kinetically e-selective keywords: ruthenium catalysts stereoselective asymmetric z-selective olefin metathesis 1 closing metathesis (rcm)/ oxidation by an assisted tandem ruthenium catalysis for the synthesis of 2. The ruthenium metathesis catalyst is converted into an oxidation catalyst in the second step and is thus responsible for both catalytic steps ruthenium alkylidene catalysts have been frequently used in assisted tandem catalysis in order to couple a metathesis step with other transformations, including but.