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Liquid Sulfur Dioxide as a Lewis‐Acidic Solvent for the Alkylation and Alkoxyalkylation of Allylsilanes
Author(s) -
Mayr Herbert,
Gorath Gorden,
Bauer Bernhard
Publication year - 1994
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199407881
Subject(s) - alkylation , chemistry , alkyl , solvent , lewis acids and bases , sulfur , medicinal chemistry , organic chemistry , sulfur dioxide , catalysis
The ionizing power of liquid SO 2 is sufficient to induce reactions between acetals or S N 1‐active alkyl chlorides with allylsilanes without additional Lewis acids [Eq. (a), X OCH 3 , R PhCH(OCH 3 ), n ‐C 6 H 13 CH(OCH 3 ), etc.; X Cl, R Ph 3 C, PhMe 2 C, etc.]. Reactions in liquid SO 2 are economical and ecologically advantageous. An additional benefit: they are extremely simple to perform!