Abstract
Highly substituted four- and five-membered heterocycles were prepared starting with O,P- and N,P-acetals by using a one-pot method involving base induced cyclization and a Horner-Wadsworth-Emmons (HWE) olefination reaction. Divergent synthesis of various heterocycles was achieved by using this method and transformations of the alkenyl group in the products of these processes were exemplified. Finally, a short and efficient synthesis of (±)-pseudodeflectusin based on the new methodology was achieved.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Alkenes / chemical synthesis*
-
Alkenes / chemistry
-
Azetidines / chemical synthesis*
-
Azetidines / chemistry
-
Catalysis
-
Chromans / chemical synthesis*
-
Chromans / chemistry
-
Combinatorial Chemistry Techniques
-
Cyclization
-
Furans / chemical synthesis*
-
Furans / chemistry
-
Heterocyclic Compounds / chemical synthesis*
-
Heterocyclic Compounds / chemistry
-
Molecular Structure
-
Pyrrolidinones / chemical synthesis*
-
Pyrrolidinones / chemistry
-
Stereoisomerism
Substances
-
Alkenes
-
Azetidines
-
Chromans
-
Furans
-
Heterocyclic Compounds
-
Pyrrolidinones
-
pseudodeflectusin