Title of article :
The Pummerer-type reaction mediated ring-opening of 2-alkyl substituted 1-[(2-methoxyethoxy)methoxy]-2-(phenylsulfinyl)cyclopropanes
Author/Authors :
Pohmakotr، نويسنده , , Manat and Moosophon، نويسنده , , Panawan and Pisutjaroenpong، نويسنده , , Somchai and Tuchinda، نويسنده , , Patoomratana and Reutrakul، نويسنده , , Vichai، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2001
Abstract :
α-Lithiated 1-[(2-methoxyethoxy)methoxy]-2-(phenylsylfinyl)cyclopropane reacted smoothly with alkylating agents to afford the corresponding α-alkylated cyclopropylsulfoxides, which underwent the Pummerer-type reaction mediated ring-opening at low temperature (−78°C) by employing TFAA/Pri2NEt/CH2Cl2 to give mixtures of β-(phenylthio)-α,β- and γ,δ-unsaturated aldehydes.
Keywords :
Pummerer reactions , sulfoxides , Cyclopropanes , lithiation , ?-sulfinyl carbanions , Ring-cleavage , Unsaturated aldehydes
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
