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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-?-nitrostyrene. Extensive DFT calculations, including solvent effects and dispersion corrections, as well as ab initio calculations provide a plausible description of the reaction mechanism.

SUBMITTER: Shubina TE

PROVIDER: S-EPMC3458773 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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

Shubina Tatyana E TE Freund Matthias M Schenker Sebastian S Clark Timothy T Tsogoeva Svetlana B SB

Beilstein journal of organic chemistry 20120907

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. ...[more]

PMID: 23019483

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