New PDF release: Comprehensive Enantioselective Organocatalysis: Catalysts,

By Peter I. Dalko

ISBN-10: 3527332367

ISBN-13: 9783527332366

A much-needed evaluate reflecting the advancements over the last 5 years, this is often the main entire instruction manual on organocatalysis. As such, all suitable catalyst platforms are mentioned intimately, in addition to key suggestions, response varieties, and significant functions in overall synthesis. the 1st volumes conceal catalyst constructions and fundamental activation kinds. those chapters permit readers to familiarize themselves with the particularly complicated interactions that make organocatalytic reactions selective; to achieve an perception into the most productive catalyst kinds; and to appreciate the significance of actual parameters that impression reactivity and selectivity. quantity 3 is based round response forms, i.e. nucleophile additions to C=X and C=C bonds; Friedel-Crafts reactions, organocatalytic sigmatropic reactions, regioselective reactions and desymmetrization suggestions, ring-forming reactions, multicomponent (domino) reactions, multicatalyst platforms and the applying of organocatalytic reactions in multistep synthesis are mentioned. An appendix recollecting catalyst buildings with the enough cross-references to the corresponding chapters rounds off the book.
With its contributions written by way of pioneers of the organocatalysis box, this ebook offers non-specialists with an advent to the subject in addition to serving as a worthy resource for researchers in academia and looking for an up to date and complete review of this promising zone of man-made natural chemistry.

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Additional resources for Comprehensive Enantioselective Organocatalysis: Catalysts, Reactions, and Applications, 3 Volume Set

Sample text

4) [103]. 8 1 Proline-Related Secondary Amine Catalysts and Applications CHO + Ar O cat 17-type (20 mol%) BnNH2 R mol. 4 While some examples of prolinamide-catalyzed enantioselective Biginelli condensation [104, 105] and other types of C–C bond formation [106, 107] are known, their synthetic utility is unclear. Finally, for convenience, with regard to asymmetric heteroatom functionalization and transfer hydrogenation using prolinamides as catalysts, only references are given [108–114]. 3 Prolinamine and Related Catalysts Among several organocatalysts derived from L-proline (1) as a chiral source, pyrrolidine–tertiary amine conjugates constitute a powerful and useful family in asymmetric synthesis [115].

In some cases, a chiral diamine assembly can serve as an effective scaffold for the design of multiply functionalized catalysts like 11 and 12 [43–49]. Proline hydrazides [50], dipeptides [51–57], or other small peptides [58–63] bearing a prolinamide core have been shown to be useful in asymmetric aldol reactions. Catalyst 13 was introduced for use in aqueous systems in the presence of surfactant Brønsted acids as co-catalysts [64], and several other catalysts such as 14 containing a heteroaromatic system have also been reported [65–67].

With regard to asymmetric aldol reactions, it has been shown that prolinamine catalysts such as 22 can also work well for intramolecular aldol [126–128], Henry (nitroaldol) [129], Mannich [130, 131], and domino-Michael–aldol reactions [132] as valuable asymmetric transformations. 6). 6 In this field, prolinamine catalysts 22 and 24 are particularly useful for promoting asymmetric Michael addition reactions between several donor and acceptor molecules [120b, 133–136]. On a related topic, catalyst 27 and related diamine or triamine catalysts have been developed [137–139].

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Comprehensive Enantioselective Organocatalysis: Catalysts, Reactions, and Applications, 3 Volume Set by Peter I. Dalko


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