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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.