Biphenyl-Based Bis(thiourea) Organocatalyst for Asymmetric and syn-Selective Henry Reaction

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62157124%3A16370%2F17%3A43876074" target="_blank" >RIV/62157124:16370/17:43876074 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1055/s-0036-1588594" target="_blank" >http://dx.doi.org/10.1055/s-0036-1588594</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1055/s-0036-1588594" target="_blank" >10.1055/s-0036-1588594</a>

Result language

angličtina

Original language name

Biphenyl-Based Bis(thiourea) Organocatalyst for Asymmetric and syn-Selective Henry Reaction

Original language description

A scalable, efficient and chromatography-free synthesis of a new enantiopure C-2-symmetric bis(thiourea) catalyst was accomplished from a readily available starting material. The developed strategy could be conducted on a multi-gram scale. Both the prepared enantiomers of the bis(thiourea) organocatalyst have been tested in the asymmetric Henry reaction under thoroughly optimized conditions during which an unusual solvent effect on enantioselectivity was found. The corresponding adducts were obtained in excellent yields with good to excellent enantioselectivities. The achieved high reactivity and enantioselectivity in the nitroaldol reaction of nitroalkanes with aromatic aldehydes suggests promising potential for this catalyst. Moreover, a significant syn-diastereoselectivity was observed.

Czech name

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Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

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OECD FORD branch

30104 - Pharmacology and pharmacy

Project

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Continuities

S - Specificky vyzkum na vysokych skolach

Publication year

2017

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

SYNTHESIS

ISSN

0039-7881

e-ISSN

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Volume of the periodical

49

Issue of the periodical within the volume

3

Country of publishing house

DE - GERMANY

Number of pages

11

Pages from-to

593-603

UT code for WoS article

000393233000019

EID of the result in the Scopus database

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