Alkylation of Unsaturated Aldehyde and Allylic Bisacetate With Organomanganese Reagents in Presence of Tetrakis Acetonitrile Copper(I) Tetrafluroborate

Deshmukh, M. B.; Jadhav, S. D.; Mali, A. R.; Suryawanshi, A. W.; Anbhule, Prashant V.; Jagtap, S. S.; Deshmukh, S. A.

doi:10.1080/00397910500278461

Cited by 4 publications

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“…Recently, Deshmukh studied the copper-catalyzed 1,4addition of BuMnCl to trans-cinnamaldehyde. 74 He showed that the nature of the copper salt has a dramatic influence on the reaction. The best result was obtained by using the complex Cu(NCMe) 4 [BF 4 ] in the presence of 2 equiv of Me 3 SiCl.…”

Section: Copper-catalyzed Conjugate Addition Of Organomanganese Reage...mentioning

confidence: 99%

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Chemistry of Organomanganese(II) Compounds

2009

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Section: Copper-catalyzed Conjugate Addition Of Organomanganese Reage...mentioning

confidence: 99%

“…Recently, Deshmukh studied the copper-catalyzed 1,4-addition of BuMnCl to trans -cinnamaldehyde . He showed that the nature of the copper salt has a dramatic influence on the reaction.…”

Section: Addition Of Organomanganese Compounds To αβ-Unsaturated Carb...mentioning

confidence: 99%

Chemistry of Organomanganese(II) Compounds

2009

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Preparation and Reactivity of Organomanganese Compounds

Cahiez

Gager

2010

Patai's Chemistry of Functional Groups

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This chapter deals with the preparation of organomanganese reagents from organolithium or organomagnesium compounds (transmetallation) as well as from organic halides and manganese metal (oxidative addition). The influence of various parameters on the stability of organomanganese reagents is then discussed (nature of the reagent RMnX, R 2 Mn, R 3 MnLI or R 3 MnMgX; effect of ligands and solvents…). The second part of the chapter is devoted to the reactivity of these reagents and to their uses in organic synthesis. They are especially interesting for their chemoselectivity, as illustracted by the addition to aldehydes and ketones, the preparation of ketones by acylation or the copper‐catalyzed conjugate addition to enones, enals and enoates. Organomanganese reagents can also be used to perform various iron, palladium or nickel‐catalyzed cross‐coupling reactions. Manganese salts are efficient catalyst to achieve various homo‐ and heterocoupling reactions using Grignard reagents. They are also used to catalyze the addition of Grignard reagents to acetylenes, 1,3‐dienes and allenes. Finally, various radical cyclization reactions promoted by organomanganates are presented.

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Alkylation of Unsaturated Aldehyde and Allylic Bisacetate with Organomanganese Reagents in Presence of Tetrakis Acetonitrile Copper(I) Tetrafluoroborate.

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Addition reactions O 0060Alkylation of Unsaturated Aldehyde and Allylic Bisacetate with Organomanganese Reagents in Presence of Tetrakis Acetonitrile Copper(I) Tetrafluoroborate.-The conjugate addition of organomanganese reagents to α,β-unsaturated aldehydes and allylic bisacetate in the presence of Me3Si-Cl and Copper catalysts is described. Under conditions B) and C) 1,4-addition is preferred. -(DESHMUKH*, M. B.; JADHAV, S. D.; MALI, A. R.; SURYAWANSHI, A. W.; ANBHULE, P. V.; JAGTAP, S. S.; DESHMUKH, S. A.; Synth. Commun. 35 (2005) 23, 2967-2971; Dep. Chem., Shivaji Univ., Kolhapur 416 004, India; Eng.) -M. Bohle 14-045

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Alkylation of Unsaturated Aldehyde and Allylic Bisacetate With Organomanganese Reagents in Presence of Tetrakis Acetonitrile Copper(I) Tetrafluroborate

Cited by 4 publications

References 4 publications

Chemistry of Organomanganese(II) Compounds

Chemistry of Organomanganese(II) Compounds

Preparation and Reactivity of Organomanganese Compounds

Alkylation of Unsaturated Aldehyde and Allylic Bisacetate with Organomanganese Reagents in Presence of Tetrakis Acetonitrile Copper(I) Tetrafluoroborate.

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