English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
Add to Basket
 Local TagsRelease HistoryDetailsSummary
  Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels–Alder Reactions of Cyclohexadienones with Cyclopentadiene

Ghosh, S., Das, S., De, C. K., Yepes, D., Neese, F., Bistoni, G., et al. (2020). Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels–Alder Reactions of Cyclohexadienones with Cyclopentadiene. Angewandte Chemie International Edition, 59(30), 12347-12351. doi:10.1002/anie.202000307.

Item is

 

show all hide all

Basic

show hide
Item Permalink: https://hdl.handle.net/21.11116/0000-0006-B431-7 Version Permalink: https://hdl.handle.net/21.11116/0000-0008-8499-6
Genre: Journal Article

Files

show Files
hide Files
:
anie.202000307.pdf (Postprint), 4MB
View   Save
File Permalink:
https://hdl.handle.net/21.11116/0000-0008-849A-5
Name:
anie.202000307.pdf
Description:
Postprint
OA-Status:
Visibility:
Public
MIME-Type / Checksum:
application/pdf / [MD5]
Technical Metadata:
View
Copyright Date:
-
Copyright Info:
-
License:
-

Locators

show

Creators

show
hide
 Creators:
Ghosh, Santanu1, Author           
Das, Sayantani1, Author           
De, Chandra Kanta1, Author           
Yepes, Diana2, Author           
Neese, Frank3, Author           
Bistoni, Giovanni2, Author           
Leutzsch, Markus4, Author           
List, Benjamin1, Author           
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              
2Research Group Bistoni, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2541703              
3Research Department Neese, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2541710              
4Service Department Farès (NMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445623              

Content

show
hide
Free keywords: Brønsted acids; cyclohexadienones; Diels–Alder reaction; imidodiphosphorimidates; organocatalysis
 Abstract: We describe a highly enantioselective Diels–Alder reaction of cross‐conjugated cyclohexadienones with cyclopentadiene, in which five stereocenters are effectively controlled by a strongly acidic and confined imidodiphosphorimidate catalyst. Our approach provides tricyclic products in excellent stereoselectivity. We also report methods to convert the obtained products into useful intermediates and a computational study that aids in gaining deeper insight into the reaction mechanism and origin of stereoselectivity

Details

show
hide
Language(s): eng - English
 Dates: 2020-01-072020-02-032020-03-112020-07-20
 Publication Status: Issued
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.202000307
 Degree: -

Event

show

Legal Case

show

Project information

show

Source 1

show
hide
Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 59 (30) Sequence Number: - Start / End Page: 12347 - 12351 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851