Enantioselective Allylation of Thiophene-2-carbaldehyde: Formal Total Synthesis of Duloxetine

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F14%3A10209525" target="_blank" >RIV/00216208:11310/14:10209525 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/14:00427666
Result on the web
<a href="http://dx.doi.org/10.1002/adsc.201300849" target="_blank" >http://dx.doi.org/10.1002/adsc.201300849</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/adsc.201300849" target="_blank" >10.1002/adsc.201300849</a>

Result language
angličtina
Original language name
Enantioselective Allylation of Thiophene-2-carbaldehyde: Formal Total Synthesis of Duloxetine
Original language description
The enantioselective allylation of thiophene-2-carbaldehyde with allyltrichlorosilane under Lewis base catalysis has been studied. The use of catalytic amount (1mol%) of chiral bipyridine N,N-dioxides provided the corresponding 1-(thiophen-2-yl)-but-3-en-1-ol with asymmetric induction reaching 97% ee. The prepared chiral (S)-1-(thiophen-2-yl)-but-3-en-1-ol was used as the crucial chiral building block in a formal total synthesis of duloxetine.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
—

Project
<a href="/en/project/GAP207%2F11%2F0587" target="_blank" >GAP207/11/0587: Development and Application of Catalysts Based on Chiral Bipyridine Scaffold</a><br>
Continuities
Z - Vyzkumny zamer (s odkazem do CEZ)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2014
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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