English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
  Asymmetric Organocatalytic Synthesis of Highly Functionalized Spirocyclohexane Indandiones via a One-Pot Michael/Michael/Aldol Sequence

Blümel, M., Chauhan, P., Vermeeren, C., Dreier, A., Lehmann, C. W., & Enders, D. (2015). Asymmetric Organocatalytic Synthesis of Highly Functionalized Spirocyclohexane Indandiones via a One-Pot Michael/Michael/Aldol Sequence. Synthesis, 47(22), 3618-3628. doi:10.1055/s-0035-1560072.

Item is

Files

show Files

Locators

show

Creators

show
hide
 Creators:
Blümel, Marcus1, Author
Chauhan, Pankaj1, Author
Vermeeren, Cornelia1, Author
Dreier, Angelika2, Author              
Lehmann, Christian W.2, Author              
Enders, Dieter1, Author
Affiliations:
1Institute of Organic Chemistry, RWTH Aachen, Landoltweg 1, 52074 Aachen, Germany, ou_persistent22              
2Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445625              

Content

show
hide
Free keywords: organocatalysis; one-pot reaction; squaramide; trifluoromethyl group; spirocycles
 Abstract: The asymmetric organocatalytic one-pot Michael/Michael/ aldol reaction of trifluoromethyl-substituted 1,3-dicarbonyl compounds, nitroolefins, and 2-arylidene indandiones catalyzed sequentially by a cinchona-derived squaramide and DBU leads to spirocyclohexane-indan-1,3-diones bearing five adjacent stereogenic centers including a trifluoromethylated one in medium to very good yields and enantioselectivities, but generally in low to high diastereomeric ratios.

Details

show
hide
Language(s): eng - English
 Dates: 2015-07-242015-07-272015-08-142015-11-17
 Publication Status: Published in print
 Pages: 11
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1055/s-0035-1560072
 Degree: -

Event

show

Legal Case

show

Project information

show

Source 1

show
hide
Title: Synthesis
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Stuttgart : Georg Thieme Verlag
Pages: - Volume / Issue: 47 (22) Sequence Number: - Start / End Page: 3618 - 3628 Identifier: ISSN: 0039-7881
CoNE: https://pure.mpg.de/cone/journals/resource/954925448757