β‐Silylmethylene Malonate as Versatile Reagent in Organic Synthesis

Ghosh, Sunil K.

doi:10.1002/ajoc.202200227

Cited by 3 publications

(1 citation statement)

References 155 publications

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“…They can be tethered through silicon to another reactive component for intramolecular reactions with desired regio and stereocontrol. A review covering the synthetic potential of β‐silylidene malonates has recently been published [33] . This review covers the efficient synthetic methods available for β‐SAs and their use as starting point in the synthesis of complex molecular frameworks covering the experiences of the author and some interesting examples from the literature.…”

Section: Introductionmentioning

confidence: 99%

β‐Silylacrylate as a Multipurpose Reagent in Organic Synthesis

Ghosh

2023

Helvetica Chimica Acta

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Acrylates are well known electrophilic alkenes having multitude of applications in organic synthesis. They are very good acceptors in Michael addition reactions and are good enophile/dienophile/dipolarophile partners in cycloaddition reactions. Replacing the β‐alkyl/aryl groups in acrylates by a silicon group would be interesting. In addition to the conventional reactions displayed by acrylates, β‐silylacrylates (β‐SAs) can show reactivity specifically related to the silicon group. Many conventional organic reactions such as hydrodimerization, organocatalytic asymmetric Michael additions, inter‐ and intra‐molecular Diels‐Alder reactions, and asymmetric 1,3‐dipolar cycloadditions have been used to generate the complex chemical entities from β‐SAs. Some of the reaction outcomes were vastly influenced by the silicon substituent. This review describes the practical synthesis β‐SAs and their use as starting point in complex molecule generation including total synthesis of some natural products/ bioactive molecules.

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Section: Introductionmentioning

confidence: 99%

β‐Silylacrylate as a Multipurpose Reagent in Organic Synthesis

Ghosh

2023

Helvetica Chimica Acta

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The role of silicon in drug discovery: a review

Panayides,

Riley,

Hasenmaile

et al. 2024

RSC Med. Chem.

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Unsaturated organosilanes: synthesis, transformations and applications

Moskalik,

Shainyan

2024

RUSS CHEM REV

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The urgency of improving the efficiency of known methods and developing new ones for the synthesis of unsaturated silanes is caused by the need to obtain useful compounds, including biologically active ones, on their basis. This review considers methods for the preparation of unsaturated silanes, their transformations and prospects for their use as precursors in organic and organoelement synthesis. A large number of substituted organosilicon products are given, including those capable of further functionalization and the formation of heterocycles, including silaheterocycles. <br> The bibliography includes 205 references.

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β‐Silylmethylene Malonate as Versatile Reagent in Organic Synthesis

Abstract: Dedicated to Professor Ian Fleming, FRS on his 86th birth anniversary for his unparalleled contributions in the field of organosilicon chemistry.

Cited by 3 publications

References 155 publications

β‐Silylacrylate as a Multipurpose Reagent in Organic Synthesis

β‐Silylacrylate as a Multipurpose Reagent in Organic Synthesis

The role of silicon in drug discovery: a review

Unsaturated organosilanes: synthesis, transformations and applications

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