ChemInform Abstract: Asymmetric Electrophilic α‐Amidoalkylation. Part 6. Syntheses of Tetrahydroisoquinolines of High Enantiomeric Purity.

Wanner, Klaus T.; Praschak, Ilona

doi:10.1002/chin.198926193

ChemInform

1989

DOI: 10.1002/chin.198926193

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ChemInform Abstract: Asymmetric Electrophilic α‐Amidoalkylation. Part 6. Syntheses of Tetrahydroisoquinolines of High Enantiomeric Purity.

Klaus T. Wanner

Ilona Praschak

Abstract: Hydride abstraction from the heterocyclic carboxamide (I), followed by coupling with the trimethylsilyl enol ethers (IV), yields a mixture of the diastereomers (V) and (VI).

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Oxidative C(sp³)H Bond Functionalization with Hydride Abstractor‐Type Oxidants

Lohmann¹,

Mancheño²

2022

Handbook of CH-Functionalization

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This article deals with oxidative C(sp 3 )H bond functionalization reactions mediated by hydride abstractor‐type oxidants. An overview of the state‐of‐the‐art in this area is provided, sorted primarily by hydride abstractor type and reaction category. Although the number of examples implying hydride abstractor‐mediated CH bond functionalization reactions is still relatively limited, the methods described in this article display a variety of advantageous alternatives from an atom and step economic point of view to classical transition‐metal‐catalyzed cross‐coupling reactions. Hence, the use of oxoammonium salts as mild oxidants has been furthermost explored and their applications in dehydrogenative cross‐coupling, including nucleophilic addition, cyclization, or tandem reactions, are discussed first. In the following, CH bond functionalization reactions with other types of hydride abstractors such trityl salts, tropylium salts, and DDQ mediated processes are presented.

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Oxidative C(sp³)H Bond Functionalization with Hydride Abstractor‐Type Oxidants

Lohmann¹,

Mancheño²

2022

Handbook of CH-Functionalization

View full text Add to dashboard Cite

show abstract

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ChemInform Abstract: Asymmetric Electrophilic α‐Amidoalkylation. Part 6. Syntheses of Tetrahydroisoquinolines of High Enantiomeric Purity.

Abstract: Hydride abstraction from the heterocyclic carboxamide (I), followed by coupling with the trimethylsilyl enol ethers (IV), yields a mixture of the diastereomers (V) and (VI).

Cited by 1 publication

References 1 publication

Oxidative C(sp³)H Bond Functionalization with Hydride Abstractor‐Type Oxidants

Oxidative C(sp³)H Bond Functionalization with Hydride Abstractor‐Type Oxidants

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ChemInform Abstract: Asymmetric Electrophilic α‐Amidoalkylation. Part 6. Syntheses of Tetrahydroisoquinolines of High Enantiomeric Purity.

Abstract: Hydride abstraction from the heterocyclic carboxamide (I), followed by coupling with the trimethylsilyl enol ethers (IV), yields a mixture of the diastereomers (V) and (VI).

Cited by 1 publication

References 1 publication

Oxidative C(sp3)H Bond Functionalization with Hydride Abstractor‐Type Oxidants

Oxidative C(sp3)H Bond Functionalization with Hydride Abstractor‐Type Oxidants

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Product

Resources

About

Oxidative C(sp³)H Bond Functionalization with Hydride Abstractor‐Type Oxidants

Oxidative C(sp³)H Bond Functionalization with Hydride Abstractor‐Type Oxidants