English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
  Asymmetric Catalysis via Cyclic, Aliphatic Oxocarbenium Ions

Lee, S., Kaib, P. S. J., & List, B. (2017). Asymmetric Catalysis via Cyclic, Aliphatic Oxocarbenium Ions. Journal of the American Chemical Society, 139(6), 2156-2159. doi:10.1021/jacs.6b11993.

Item is

Files

show Files
hide Files
:
Lee, Kaib, List 2017.pdf (Postprint), 836KB
Name:
Lee, Kaib, List 2017.pdf
Description:
-
Visibility:
Public
MIME-Type / Checksum:
application/pdf / [MD5]
Technical Metadata:
Copyright Date:
-
Copyright Info:
-
License:
-

Locators

show

Creators

show
hide
 Creators:
Lee, Sunggi1, Author              
Kaib, Philip S. J.1, Author              
List, Benjamin1, Author              
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

Content

show
hide
Free keywords: -
 Abstract: A direct enantioselective synthesis of substituted oxygen heterocycles from lactol acetates and enolsilanes has been realized using a highly reactive and confined imidodiphosphorimidate (IDPi) catalyst. Various chiral oxygen heterocycles, including tetrahydrofurans, tetrahydropyrans, oxepanes, chromans, and dihydrobenzofurans, were obtained in excellent enantioselectivities by reacting the corresponding lactol acetates with diverse enol silanes. Mechanistic studies suggest the reaction to proceed via a nonstabilized, aliphatic, cyclic oxocarbenium ion intermediate paired with the confined chiral counteranion.

Details

show
hide
Language(s): eng - English
 Dates: 2016-11-212017-02-072017-02-15
 Publication Status: Published in print
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/jacs.6b11993
 Degree: -

Event

show

Legal Case

show

Project information

show

Source 1

show
hide
Title: Journal of the American Chemical Society
  Other : JACS
  Abbreviation : J. Am. Chem. Soc.
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 139 (6) Sequence Number: - Start / End Page: 2156 - 2159 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870