Facile Prep. of α, β-Unsaturated O,S-Acetals and Mixed Acetals via 3-Alkoxy-2-alkenyl -enesulfonium Salts

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Reaction of alpha,beta-unsaturated acetals with dimethyl sulfide in the presence of TMSOTf in tetrahydrofuran at -78-degrees-C, affords 3-alkoxy-2-alkenylenesulfonium salts which undergo facile nucleophilic substitution reactions with lithium thioalkoxides and trialkyltin alkoxides to yield alpha,beta-unsaturated O,S-acetals and mixed acetals.
Publisher
Pergamon-Elsevier Science Ltd
Issue Date
1993-09
Language
English
Article Type
Article
Keywords

ALPHA-METHOXYALLYL SULFIDES; SYNTHETIC APPLICATIONS; MEDIATED PREPARATION; ALDEHYDES; MONOTHIOACETALS; SUBSTITUTION; EQUIVALENT; BROMIDE; OLEFINS

Citation

TETRAHEDRON LETTERS, v.34, no.36, pp.5769 - 5772

ISSN
0040-4039
URI
http://hdl.handle.net/10203/61541
Appears in Collection
CH-Journal Papers(저널논문)
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