2004
DOI: 10.1073/pnas.0307928100
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Toward efficient asymmetric hydrogenation: Architectural and functional engineering of chiral molecular catalysts

Abstract: Asymmetric hydrogenation uses inexpensive, clean hydrogen gas and a very small amount of a chiral molecular catalyst, providing the most powerful way to produce a wide array of enantio-enriched compounds in a large quantity without forming any waste. The recent revolutionary advances in this field have entirely changed the synthetic approach to producing performance chemicals that require a high degree of structural precision. The means of developing efficient asymmetric hydrogenations is discussed from a mech… Show more

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Cited by 266 publications
(114 citation statements)
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“…''monohydride/unsaturate mechanism,'' in which the RuH(AcO) species 10B, formed by the heterolytic cleavage of H 2 by the precatalyst 10A, acts as a real catalyst. 21,[49][50][51][52][53] Thus, the Ru hydride species is generated before the substrate coordination forming 10C. The migratory insertion giving 10D, in which the RuÀ ÀC bond is cleaved mainly by H 2 , but also by CH 3 OH solvent to some extent.…”
Section: Hydrogenation Of Functionalized Olefins With Ruthenium Catalmentioning
confidence: 99%
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“…''monohydride/unsaturate mechanism,'' in which the RuH(AcO) species 10B, formed by the heterolytic cleavage of H 2 by the precatalyst 10A, acts as a real catalyst. 21,[49][50][51][52][53] Thus, the Ru hydride species is generated before the substrate coordination forming 10C. The migratory insertion giving 10D, in which the RuÀ ÀC bond is cleaved mainly by H 2 , but also by CH 3 OH solvent to some extent.…”
Section: Hydrogenation Of Functionalized Olefins With Ruthenium Catalmentioning
confidence: 99%
“…18 14 illustrates a mechanistic model of this hydrogenation. 21,71 The true catalytic RuHCl species 14B is generated by the reaction of the RuCl 2 precatalyst 14A and H 2 by releasing HCl. The catalyst 14B reversibly interacts with the b-keto ester to form the s-type chelate complex 14C.…”
Section: Hydrogenation Of Simple Olefins With Iridium Catalystsmentioning
confidence: 99%
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