Development of Novel Hydrogen-Bond Donor Catalysts (Paperback, 2013 ed.)

This work describes novel, effective hydrogen-bond (HB) donor catalysts based on a known bifunctional tertiary amine-thiourea, a privileged structure, which has been proven to be one of the most widely used organocatalysts. These HB donor catalysts derived from quinazoline and benzothiadiazine were initially synthesized as novel HB donors with their HB-donating abilities being measured by analytical methods. They were found to be effective for a variety of asymmetric transformations including Michael reactions of a, b-unsaturated imides and hydrazination reactions of 1,3-dicarbonyl compounds. Thiourea catalysts that have an additional functional group are also described. Specifically, thioureas that bear a hydroxyl group were synthesized and subsequently used as novel bifunctional organocatalysts for catalytic, asymmetric Petasis-type reactions involving organoboronic acids as nucleophiles. These addition reactions were difficult to achieve using existing organocatalysts. One of the developed catalytic methods can be applied to the synthesis of biologically interesting peptide-derived compounds possessing unnatural vinyl glycine moieties. These findings introduce new criteria required for the development of organocatalysts for asymmetric reactions, thus making a significant contribution to the field of organocatalysis.

General

Imprint:	Springer Verlag,Japan
Country of origin:	Japan
Series:	Springer Theses
Release date:	July 2015
First published:	2013
Authors:	Tsubasa Inokuma
Dimensions:	235 x 155 x 7mm (L x W x T)
Format:	Paperback
Pages:	107
Edition:	2013 ed.
ISBN-13:	978-4-431-54745-7
Categories:	Books > Science & Mathematics > Chemistry > Organic chemistry > General Books > Science & Mathematics > Chemistry > Physical chemistry > Catalysis Books > Science & Mathematics > Biology, life sciences > Biochemistry > General
LSN:	4-431-54745-2
Barcode:	9784431547457

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