Synthesis and evaluation of new guanidine-thiourea organocatalyst for the nitro-Michael reaction: theoretical studies on mechanism and enantioselectivity

T. Shubina; M. Freund; S. Schenker; Tim Clark; S. Tsogoeva

doi:10.3762/bjoc.8.168

Synthesis and evaluation of new guanidine-thiourea organocatalyst for the nitro-Michael reaction: theoretical studies on mechanism and enantioselectivity

T. Shubina, M. Freund, S. Schenker, Tim Clark, S. Tsogoeva

Research output: Contribution to journal › Article › peer-review

Abstract

A new guanidine-thiourea organocatalyst has been developed and applied as bifunctional organocatalyst in the Michael addition reaction of diethyl malonate to trans-β-nitrostyrene. Extensive DFT calculations, including solvent effects and dispersion corrections, as well as ab initio calculations provide a plausible description of the reaction mechanism.

Original language	English
Pages (from-to)	1485-1498
Number of pages	14
Journal	Beilstein Journal of Organic Chemistry
Volume	8
DOIs	https://doi.org/10.3762/bjoc.8.168
Publication status	Published - 2012

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title = "Synthesis and evaluation of new guanidine-thiourea organocatalyst for the nitro-Michael reaction: theoretical studies on mechanism and enantioselectivity",

abstract = "A new guanidine-thiourea organocatalyst has been developed and applied as bifunctional organocatalyst in the Michael addition reaction of diethyl malonate to trans-β-nitrostyrene. Extensive DFT calculations, including solvent effects and dispersion corrections, as well as ab initio calculations provide a plausible description of the reaction mechanism.",

author = "T. Shubina and M. Freund and S. Schenker and Tim Clark and S. Tsogoeva",

year = "2012",

doi = "10.3762/bjoc.8.168",

language = "English",

volume = "8",

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T1 - Synthesis and evaluation of new guanidine-thiourea organocatalyst for the nitro-Michael reaction: theoretical studies on mechanism and enantioselectivity

AU - Shubina, T.

AU - Freund, M.

AU - Schenker, S.

AU - Clark, Tim

AU - Tsogoeva, S.

PY - 2012

Y1 - 2012

N2 - A new guanidine-thiourea organocatalyst has been developed and applied as bifunctional organocatalyst in the Michael addition reaction of diethyl malonate to trans-β-nitrostyrene. Extensive DFT calculations, including solvent effects and dispersion corrections, as well as ab initio calculations provide a plausible description of the reaction mechanism.

AB - A new guanidine-thiourea organocatalyst has been developed and applied as bifunctional organocatalyst in the Michael addition reaction of diethyl malonate to trans-β-nitrostyrene. Extensive DFT calculations, including solvent effects and dispersion corrections, as well as ab initio calculations provide a plausible description of the reaction mechanism.

U2 - 10.3762/bjoc.8.168

DO - 10.3762/bjoc.8.168

M3 - Article

SN - 1860-5397

VL - 8

SP - 1485

EP - 1498

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Synthesis and evaluation of new guanidine-thiourea organocatalyst for the nitro-Michael reaction: theoretical studies on mechanism and enantioselectivity

Abstract

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