Structure and Reactivity of an Isolable Seven‐Membered‐Ring  trans ‐Alkene | Zendy

Hurlocker Brisa | Zendy; Hu Chunhua | Zendy; Woerpel K. A. | Zendy

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Structure and Reactivity of an Isolable Seven‐Membered‐Ring trans ‐Alkene

Author(s) -

Hurlocker Brisa,

Hu Chunhua,

Woerpel K. A.

Publication year - 2015

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201410752

Subject(s) - alkene , electrophile , tetrahydrofuran , chemistry , nucleophile , diastereomer , reactivity (psychology) , ring strain , ring (chemistry) , crystal structure , stereochemistry , crystallography , organic chemistry , catalysis , medicine , alternative medicine , pathology , solvent

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 CC double bond, affording oxasilacycloheptane and tetrahydrofuran products as single diastereomers.

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