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  Rapid Asymmetric Synthesis of Highly Functionalized Indanols via a Michael/Henry Organocascade with Submol% Squaramide Catalyst Loadings

Loh, C. C. J., Chauhan, P., Hack, D., Lehmann, C. W., & Enders, D. (2014). Rapid Asymmetric Synthesis of Highly Functionalized Indanols via a Michael/Henry Organocascade with Submol% Squaramide Catalyst Loadings. Advanced Synthesis & Catalysis, 356(14-15), 3181-3186. doi:10.1002/adsc.201400499.

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 Creators:
Loh, Charles C. J.1, Author
Chauhan, Pankaj1, Author
Hack, Daniel1, Author
Lehmann, Christian W.2, Author              
Enders, Dieter1, Author
Affiliations:
1Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany, ou_persistent22              
2Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445625              

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Free keywords: asymmetric synthesis; domino reactions; Michael addition; organocatalysis; squaramide
 Abstract: An expedient asymmetric synthesis of polyfunctionalized indanols bearing four contiguous stereogenic centres, including a quarternary centre through the use of sub-mol% amounts of a squaramide catalyst within minutes is presented. A gramscale experiment of this Michael/Henry organcascade pushes the frontier of catalyst loading of organocascades down to only 0.1 mol%, attaining a TON of up to 910.

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Language(s): eng - English
 Dates: 2014-05-192014-07-302014-10-13
 Publication Status: Published in print
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/adsc.201400499
 Degree: -

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Title: Advanced Synthesis & Catalysis
  Abbreviation : Adv. Synth. Catal.
Source Genre: Journal
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Publ. Info: Weinheim, Fed. Rep. of Germany : Wiley-VCH Verlag GmbH
Pages: - Volume / Issue: 356 (14-15) Sequence Number: - Start / End Page: 3181 - 3186 Identifier: ISSN: 1615-4150
CoNE: https://pure.mpg.de/cone/journals/resource/958634688013