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
Pages
3
From page
4389
To page
4391
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
Serial Year
2001
Journal title
Tetrahedron Letters
Record number
1645511
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