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  Developing Catalytic Asymmetric Acetalizations

Čorić, I., Vellalath, S., Müller, S., Cheng, X., & List, B. (2013). Developing Catalytic Asymmetric Acetalizations. In L. J. Gooßen (Ed.), Topics in Organometallic Chemistry, Vol. 44: Inventing Reactions (pp. 165-193). Berlin Heidelberg: Springer Verlag. doi:10.1007/3418_2012_53.

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 Creators:
Čorić, Ilija1, Author              
Vellalath, Sreekumar1, Author              
Müller, Steffen1, Author              
Cheng, Xu1, Author              
List, Benjamin1, Author              
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

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Free keywords: Acetals; Acetalizations; Spiroacetals; Asymmetric catalysis; Brønsted Acid catalysis; Confined acids
 Abstract: Acetals are among the most common stereocenters in Nature. They form glycosidic bonds that link together essential molecules of life, carbohydrates, including starch and cellulose, the most abundant organic material on Earth. Stereogenic acetals are also common motifs in other natural products, from small insect pheromones to highly complex spiroacetal polyketides. Although far less common than O,O-acetals, chiral N,N-, N,O-, and N,S-acetals are structural motifs also found in a number of natural products and pharmaceuticals. Here, recent progress towards chiral acetals using asymmetric Bronsted acid catalysis is summarized, with particular emphasis on O,O-acetalizations. In this context the development of novel catalyst classes, namely spirocyclic phosphoric acids and confined Bronsted acids, proved crucial and is also presented.

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Language(s): eng - English
 Dates: 2012-08-282013
 Publication Status: Published in print
 Pages: 29
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1007/3418_2012_53
 Degree: -

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Title: Topics in Organometallic Chemistry, Vol. 44: Inventing Reactions
Source Genre: Series
 Creator(s):
Gooßen, Lukas J.1, Editor
Affiliations:
1 Organische Chemie, Technische Universität Kaiserslautern, Kaiserslautern, Germany, ou_persistent22            
Publ. Info: Berlin Heidelberg : Springer Verlag
Pages: - Volume / Issue: 44 Sequence Number: - Start / End Page: 165 - 193 Identifier: ISSN: 1436-6002
ISBN: 978-3-642-34285-1
CoNE: https://pure.mpg.de/cone/journals/resource/110989257664006