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Reconciling the stereochemical course of nucleopalladation with the development of enantioselective wacker-type cyclizations.

A novel stereochemical substrate probe was used to assess the factors that affect the stereochemical course of nucleopalladation (cis vs. trans) in the context of an enantioselective Wacker-type reaction. We demonstrate that the enantioselectivity correlates directly with the nucleopalladation pathw... Full description

Journal Title: Angewandte Chemie (International ed. in English) November 12, 2012, Vol.51(46), pp.11505-11509
Main Author: Weinstein, Adam B
Other Authors: Stahl, Shannon S
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1521-3773 ; DOI: 1521-3773 ; DOI: 10.1002/anie.201206702
Link: http://search.proquest.com/docview/1143813567/?pq-origsite=primo
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title: Reconciling the stereochemical course of nucleopalladation with the development of enantioselective wacker-type cyclizations.
format: Article
creator:
  • Weinstein, Adam B
  • Stahl, Shannon S
subjects:
  • Alkenes–Chemistry
  • Catalysis–Chemistry
  • Cyclization–Chemistry
  • Oxidation-Reduction–Chemistry
  • Palladium–Chemistry
  • Stereoisomerism–Chemistry
  • Alkenes
  • Palladium
ispartof: Angewandte Chemie (International ed. in English), November 12, 2012, Vol.51(46), pp.11505-11509
description: A novel stereochemical substrate probe was used to assess the factors that affect the stereochemical course of nucleopalladation (cis vs. trans) in the context of an enantioselective Wacker-type reaction. We demonstrate that the enantioselectivity correlates directly with the nucleopalladation pathway, and both the neutral-donor and anionic ligands on palladium are capable of controlling selectivity for cis or trans nucleopalladation.
language: eng
source:
identifier: E-ISSN: 1521-3773 ; DOI: 1521-3773 ; DOI: 10.1002/anie.201206702
fulltext: fulltext
issn:
  • 15213773
  • 1521-3773
url: Link


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descriptionA novel stereochemical substrate probe was used to assess the factors that affect the stereochemical course of nucleopalladation (cis vs. trans) in the context of an enantioselective Wacker-type reaction. We demonstrate that the enantioselectivity correlates directly with the nucleopalladation pathway, and both the neutral-donor and anionic ligands on palladium are capable of controlling selectivity for cis or trans nucleopalladation.
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