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Organosilicon compounds I. A novel synthesis of organosilicon substituted furfurals
Author(s) -
Thames Shelby F.,
Odom Homer C.
Publication year - 1966
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570030421
Subject(s) - organosilicon , chemistry , moiety , butyllithium , salt (chemistry) , organic chemistry , silicon , lithium (medication) , medicine , endocrinology
The use of the diethylacetal moiety of 2‐furfuraldiethylacetal as a carbonyl blocking agent during n ‐butyllithium metalations is described. The synthesis of 5‐silicon substituted furfurals is accomplished for the first time with NMR data being employed as a means of structure proof. Furthermore, the isolation of the uniquely stable organo‐lithium salt, 5‐lithio‐2‐furfuraldiethylacetal, is reported.