The syn/anti-Dichotomy in the Palladium-Catalyzed Addition of Nucleophiles to Alkenes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F15%3A10295241" target="_blank" >RIV/00216208:11310/15:10295241 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/15:00443145
Result on the web
<a href="http://dx.doi.org/10.1002/chem.201404070" target="_blank" >http://dx.doi.org/10.1002/chem.201404070</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/chem.201404070" target="_blank" >10.1002/chem.201404070</a>
Alternative languages
Result language
angličtina
Original language name
The syn/anti-Dichotomy in the Palladium-Catalyzed Addition of Nucleophiles to Alkenes
Original language description
In this review the stereochemistry of palladium-catalyzed addition of nucleophiles to alkenes is discussed, and examples of these reactions in organic synthesis are given. Most of the reactions discussed involve oxygen and nitrogen nucleophiles; the Wacker oxidation of ethylene has been reviewed in detail. An anti-hydroxypalladation in the Wacker oxidation has strong support from both experimental and computational studies. From the reviewed material it is clear that anti-addition of oxygen and nitrogennucleophiles is strongly favored in intermolecular addition to olefin-palladium complexes even if the nucleophile is coordinated to the metal. On the other hand, syn-addition is common in the case of intramolecular oxy- and amidopalladation as a resultof the initial coordination of the internal nucleophile to the metal.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
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Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Chemistry - A European Journal
ISSN
0947-6539
e-ISSN
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Volume of the periodical
21
Issue of the periodical within the volume
1
Country of publishing house
DE - GERMANY
Number of pages
21
Pages from-to
36-56
UT code for WoS article
000346735000001
EID of the result in the Scopus database
2-s2.0-84920587987