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  Nitrated Confined Imidodiphosphates Enable a Catalytic Asymmetric Oxa-Pictet–Spengler Reaction

Das, S., Liu, L., Zheng, Y., Alachraf, M. W., Thiel, W., De, C. K., et al. (2016). Nitrated Confined Imidodiphosphates Enable a Catalytic Asymmetric Oxa-Pictet–Spengler Reaction. Journal of the American Chemical Society, 138(30), 9429-9432. doi:10.1021/jacs.6b06626.

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 Creators:
Das, Sayantani1, Author           
Liu, Luping1, Author           
Zheng, Yiying2, Author           
Alachraf, M. Wasim1, Author           
Thiel, Walter2, Author           
De, Chandra Kanta1, Author           
List, Benjamin1, Author           
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              
2Research Department Thiel, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445590              

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 Abstract: The development of a highly enantioselective catalytic oxa-Pictet–Spengler reaction has proven a great challenge for chemical synthesis. We now report the first example of such a process, which was realized by utilizing a nitrated confined imidodiphosphoric acid catalyst. Our approach provides substituted isochroman derivatives from both aliphatic and aromatic aldehydes with high yields and excellent enantioselectivities. DFT calculations provide insight into the reaction mechanism.

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Language(s): eng - English
 Dates: 2016-06-272016-07-262016-08-03
 Publication Status: Published in print
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/jacs.6b06626
 Degree: -

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Title: Journal of the American Chemical Society
  Other : JACS
  Abbreviation : J. Am. Chem. Soc.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 138 (30) Sequence Number: - Start / End Page: 9429 - 9432 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870