Michael addition of manganese enolates to nitroolefins

Gabriele Micheletti; Salvatore Pollicino; Alfredo Ricci; Guillaume Berionni; Gérard Cahiez

doi:10.1055/s-2007-991096

Michael addition of manganese enolates to nitroolefins

Gabriele Micheletti, Salvatore Pollicino, Alfredo Ricci, Guillaume Berionni, Gérard Cahiez

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

Abstract

The Michael addition to nitroolefins of manganese enolates derived from an array of ketones is reported. The desired 1,4-adducts are obtained in high yield and excellent diastereo- and regioselectivity, the sole kinetic adduct being obtained in the case of nonsymmetrical ketones. The effect of a thiourea-type organocatalyst on the addition of several representative nitroolefins to the kinetic manganese enolate derived from isopropyl ethyl ketone is also reported.

Original language	English
Pages (from-to)	2829-2832
Number of pages	4
Journal	Synlett
Issue number	18
DOIs	https://doi.org/10.1055/s-2007-991096
Publication status	Published - 9 Nov 2007
Externally published	Yes

Keywords

Enolates
Manganese
Michael addition
Nitroolefins
Selectivity

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10.1055/s-2007-991096

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abstract = "The Michael addition to nitroolefins of manganese enolates derived from an array of ketones is reported. The desired 1,4-adducts are obtained in high yield and excellent diastereo- and regioselectivity, the sole kinetic adduct being obtained in the case of nonsymmetrical ketones. The effect of a thiourea-type organocatalyst on the addition of several representative nitroolefins to the kinetic manganese enolate derived from isopropyl ethyl ketone is also reported.",

keywords = "Enolates, Manganese, Michael addition, Nitroolefins, Selectivity",

author = "Gabriele Micheletti and Salvatore Pollicino and Alfredo Ricci and Guillaume Berionni and G{\'e}rard Cahiez",

year = "2007",

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doi = "10.1055/s-2007-991096",

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TY - JOUR

T1 - Michael addition of manganese enolates to nitroolefins

AU - Micheletti, Gabriele

AU - Pollicino, Salvatore

AU - Ricci, Alfredo

AU - Berionni, Guillaume

AU - Cahiez, Gérard

PY - 2007/11/9

Y1 - 2007/11/9

N2 - The Michael addition to nitroolefins of manganese enolates derived from an array of ketones is reported. The desired 1,4-adducts are obtained in high yield and excellent diastereo- and regioselectivity, the sole kinetic adduct being obtained in the case of nonsymmetrical ketones. The effect of a thiourea-type organocatalyst on the addition of several representative nitroolefins to the kinetic manganese enolate derived from isopropyl ethyl ketone is also reported.

AB - The Michael addition to nitroolefins of manganese enolates derived from an array of ketones is reported. The desired 1,4-adducts are obtained in high yield and excellent diastereo- and regioselectivity, the sole kinetic adduct being obtained in the case of nonsymmetrical ketones. The effect of a thiourea-type organocatalyst on the addition of several representative nitroolefins to the kinetic manganese enolate derived from isopropyl ethyl ketone is also reported.

KW - Enolates

KW - Manganese

KW - Michael addition

KW - Nitroolefins

KW - Selectivity

UR - http://www.scopus.com/inward/record.url?scp=36649034501&partnerID=8YFLogxK

U2 - 10.1055/s-2007-991096

DO - 10.1055/s-2007-991096

M3 - Article

AN - SCOPUS:36649034501

SN - 0936-5214

SP - 2829

EP - 2832

JO - Synlett

JF - Synlett

IS - 18

ER -

Michael addition of manganese enolates to nitroolefins

Abstract

Keywords

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