Structure and reactivity of an isolable seven-membered-ring trans-alkene

Brisa Hurlocker; Chunhua Hu; K. A. Woerpel

doi:10.1002/anie.201410752

Structure and reactivity of an isolable seven-membered-ring trans-alkene

Brisa Hurlocker, Chunhua Hu, K. A. Woerpel

Chemistry

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

Abstract

The isolation and characterization of a trans-oxasilacycloheptene is reported. Single-crystal X-ray crystallographic studies indicate a high level of strain and deviation from ideal geometry. Reactions with several electrophiles demonstrated the nucleophilicity of the C=C double bond, affording oxasilacycloheptane and tetrahydrofuran products as single diastereomers.

Original language	English (US)
Pages (from-to)	4295-4298
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	14
DOIs	https://doi.org/10.1002/anie.201410752
State	Published - Mar 27 2015

Keywords

alkenes
cycloheptenes
medium-ring compounds
silicon
strained molecules

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.201410752

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abstract = "The isolation and characterization of a trans-oxasilacycloheptene is reported. Single-crystal X-ray crystallographic studies indicate a high level of strain and deviation from ideal geometry. Reactions with several electrophiles demonstrated the nucleophilicity of the C=C double bond, affording oxasilacycloheptane and tetrahydrofuran products as single diastereomers.",

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author = "Brisa Hurlocker and Chunhua Hu and Woerpel, {K. A.}",

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AU - Hurlocker, Brisa

AU - Hu, Chunhua

AU - Woerpel, K. A.

PY - 2015/3/27

Y1 - 2015/3/27

N2 - The isolation and characterization of a trans-oxasilacycloheptene is reported. Single-crystal X-ray crystallographic studies indicate a high level of strain and deviation from ideal geometry. Reactions with several electrophiles demonstrated the nucleophilicity of the C=C double bond, affording oxasilacycloheptane and tetrahydrofuran products as single diastereomers.

AB - The isolation and characterization of a trans-oxasilacycloheptene is reported. Single-crystal X-ray crystallographic studies indicate a high level of strain and deviation from ideal geometry. Reactions with several electrophiles demonstrated the nucleophilicity of the C=C double bond, affording oxasilacycloheptane and tetrahydrofuran products as single diastereomers.

KW - alkenes

KW - cycloheptenes

KW - medium-ring compounds

KW - silicon

KW - strained molecules

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M3 - Article

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 14

ER -

Structure and reactivity of an isolable seven-membered-ring trans-alkene

Abstract

Keywords

ASJC Scopus subject areas

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