Recent Development in the Asymmetric Michael Addition for Carbon-Carbon Bond Formation

Heravi, Majid M.; Hajiabbasi, Parvin; Hamidi, Hoda

doi:10.2174/13852728113176660149

Cited by 65 publications

(24 citation statements)

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“…Thus, actually belongs to the greater class of organic reactions so‐called conjugate additions, which it itself belongs to the most important type of organic reaction, the C‐C bond formation. Several asymmetric variants of this type of reactions are also exist and applicable ,…”

Section: Introductionmentioning

confidence: 99%

Electrochemically Induced Michael Addition Reaction: An Overview

Fotouhi

Heravi

Zadsirjan

et al. 2018

The Chemical Record

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Due to its high potential for the formation of carbon‐carbon bonds, Michael addition reaction is one of the closest reactions to the heart of synthetic organic chemists. Electrochemistry presents a very stimulating and divergent resource for selective oxidation and reduction in organic chemistry, generating activated species, for example radical anions or radical cations. In this review, we try to underscore usefulness of electrogenerated Michael addition reaction with the hope of encouraging synthetic organic chemists to contemplate it, as an efficient and green strategy when it is required in their designed multi‐step reaction pathways.

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Section: Introductionmentioning

confidence: 99%

Electrochemically Induced Michael Addition Reaction: An Overview

Fotouhi

Heravi

Zadsirjan

et al. 2018

The Chemical Record

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“…In 2003, a comprehensive and invaluable review entitled 'Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions' by Hayashi et al appeared. 32 We are interested in the asymmetric synthesis, [35][36][37][38][39][40][41][42][43] and applications of named reactions in the total synthesis of natural products which usually use asymmetric synthesis in one or more steps in their multi-step synthesis. [44][45][46][47][48] Due to the increasing number of articles published concerning asymmetric 1,4-addition reactions, catalyzed by Rh-complexes, we were prompted to update the invaluable review by Hayashi et al in 2003.…”

Section: Introductionmentioning

confidence: 99%

Rh-catalyzed asymmetric 1,4-addition reactions to α,β-unsaturated carbonyl and related compounds: an update

Heravi

Dehghani

Zadsirjan

2016

Tetrahedron: Asymmetry

106

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Rh-catalyzed asymmetric 1,4-addition reactions to a,b-unsaturated carbonyl and related compounds: an update Available online xxxx Dedicated to my son, OMID on the occasion of his 35th birthday. a b s t r a c tThe Rh-catalyzed asymmetric 1,4-addition of organometallic reagents to an appropriate receptor has been a growing area of research over the last decade. The receptors for such a 1,4-addition reaction are chiefly a,b-unsaturated ketones, esters, amides, enones, nitroalkenes, and occasionally phosphonates etc. This reaction in the presence of chiral rhodium complexes introduce the aryl and alkenyl groups at the b-position of the above electron poor olefins, enantioselectively. Chiral Rh complexes similar to other transition metals can be added to some electron poor olefins, in turn making them viable to attack by various organometallic reagents for highly enantioselective C-C bond formation. The Rh-catalyzed asymmetric 1,4-addition of organometallic reagents to electron poor olefins has been reviewed in 2003. Due to the importance of the asymmetric C-C bond formation via 1,4-conjugate addition reactions and the number of such reactions catalyzed by Rh-complexes, in this review we highlight the recent advances in Rh-complex asymmetric catalyzed 1,4-addition reactions since 2003.

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“…Michael addition is one of the most powerful methods for the formation of C–C bonds . The application of catalytic amount of chiral catalyst could significantly induce the enantioselectivity or distereoselectivity of the reaction .…”

Section: Introductionmentioning

confidence: 99%

An Ionic Liquid Containing L‐Proline Moiety as Highly Efficient and Recyclable Chiral Organocatalyst for Michael Addition

Sha

et al. 2016

Bulletin Korean Chem Soc

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A novel chiral ionic liquid containing proline moiety was synthesized. It can be used as a highly efficient and recyclable chiral organocatalyst for Michael addition of cyclohexanone with (E)‐β‐nitroalkenes in methanol at room temperature. The Michael addition affords the corresponding products in satisfactory yields of isolated products (78–98%) with high diastereoselectivities and excellent enantioselectivities (up to 98% dr and up to 99% ee). The catalyst can be recycled up to five times without any decrease in yields and stereoselectivities.

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Recent Development in the Asymmetric Michael Addition for Carbon-Carbon Bond Formation

Cited by 65 publications

References 0 publications

Electrochemically Induced Michael Addition Reaction: An Overview

Electrochemically Induced Michael Addition Reaction: An Overview

Rh-catalyzed asymmetric 1,4-addition reactions to α,β-unsaturated carbonyl and related compounds: an update

An Ionic Liquid Containing L‐Proline Moiety as Highly Efficient and Recyclable Chiral Organocatalyst for Michael Addition

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