Versatility in the Brook Rearrangement for the Selective Ring-Opening of Three-Membered Rings

Coralie Tugny; Fa-Guang Zhang; Ilan Marek

doi:10.1002/chem.201805006

Versatility in the Brook Rearrangement for the Selective Ring-Opening of Three-Membered Rings

Coralie Tugny, Fa-Guang Zhang, Ilan Marek

Technion - Israel Institute of Technology

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

Abstract

From a single α-silylated carbinol intermediate, easily accessible by carbometallation of cyclopropenes, various scaffolds featuring a quaternary carbon stereocenter could be obtained selectively. The selectivity towards these different products was achieved by either changing the experimental conditions or the nature of the organometallic species involved.

Original language	English
Pages (from-to)	205-209
Number of pages	5
Journal	Chemistry - A European Journal
Volume	25
Issue number	1
DOIs	https://doi.org/10.1002/chem.201805006
State	Published - 2 Jan 2019

Keywords

Brook rearrangement
cyclopropane
fragmentation
quaternary carbon
selectivity

All Science Journal Classification (ASJC) codes

Catalysis
Organic Chemistry

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10.1002/chem.201805006

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abstract = "From a single α-silylated carbinol intermediate, easily accessible by carbometallation of cyclopropenes, various scaffolds featuring a quaternary carbon stereocenter could be obtained selectively. The selectivity towards these different products was achieved by either changing the experimental conditions or the nature of the organometallic species involved.",

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AU - Tugny, Coralie

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AU - Marek, Ilan

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N2 - From a single α-silylated carbinol intermediate, easily accessible by carbometallation of cyclopropenes, various scaffolds featuring a quaternary carbon stereocenter could be obtained selectively. The selectivity towards these different products was achieved by either changing the experimental conditions or the nature of the organometallic species involved.

AB - From a single α-silylated carbinol intermediate, easily accessible by carbometallation of cyclopropenes, various scaffolds featuring a quaternary carbon stereocenter could be obtained selectively. The selectivity towards these different products was achieved by either changing the experimental conditions or the nature of the organometallic species involved.

KW - Brook rearrangement

KW - cyclopropane

KW - fragmentation

KW - quaternary carbon

KW - selectivity

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M3 - مقالة

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Versatility in the Brook Rearrangement for the Selective Ring-Opening of Three-Membered Rings

Abstract

Keywords

All Science Journal Classification (ASJC) codes

Access to Document

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