Reagents for carbonyl methylenation in organic synthesis

Ian Beadham; Jason Micklefield

doi:10.2174/1570179053545396

Reagents for carbonyl methylenation in organic synthesis

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

Abstract

The methylenation of carbonyl compounds in the areas of natural and non-natural products chemistry is described herein. Phosphorus, sulfur and silicon-based reagents are compared with more recent systems based on boron, zinc and titanium and the relative merits of each reagent are discussed. Particular attention is paid to methods, which can overcome the problems associated with sterically hindered or enolizable aldehydes and ketones. © 2005 Bentham Science Publishers Ltd.

Original language	English
Pages (from-to)	231-259
Number of pages	28
Journal	Current Organic Synthesis
Volume	2
Issue number	2
DOIs	https://doi.org/10.2174/1570179053545396
Publication status	Published - Apr 2005

Keywords

Carbonyl compounds
Enolizable ketones
Hindered ketones
Methylenation
Olefination

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http://www.ingentaconnect.com/content/ben/cos/2005/00000002/00000002/art00004

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title = "Reagents for carbonyl methylenation in organic synthesis",

abstract = "The methylenation of carbonyl compounds in the areas of natural and non-natural products chemistry is described herein. Phosphorus, sulfur and silicon-based reagents are compared with more recent systems based on boron, zinc and titanium and the relative merits of each reagent are discussed. Particular attention is paid to methods, which can overcome the problems associated with sterically hindered or enolizable aldehydes and ketones. {\textcopyright} 2005 Bentham Science Publishers Ltd.",

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AU - Micklefield, Jason

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AB - The methylenation of carbonyl compounds in the areas of natural and non-natural products chemistry is described herein. Phosphorus, sulfur and silicon-based reagents are compared with more recent systems based on boron, zinc and titanium and the relative merits of each reagent are discussed. Particular attention is paid to methods, which can overcome the problems associated with sterically hindered or enolizable aldehydes and ketones. © 2005 Bentham Science Publishers Ltd.

KW - Carbonyl compounds

KW - Enolizable ketones

KW - Hindered ketones

KW - Methylenation

KW - Olefination

U2 - 10.2174/1570179053545396

DO - 10.2174/1570179053545396

M3 - Article

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VL - 2

SP - 231

EP - 259

JO - Current Organic Synthesis

JF - Current Organic Synthesis

IS - 2

ER -

Reagents for carbonyl methylenation in organic synthesis

Abstract

Keywords

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