Title of article
Synthesis of δ-thiolactams by the aza-Diels–Alder reaction of in situ generated allenyltrimethylsilylthioketenes with imines
Author/Authors
Aoyagi، نويسنده , , Shigenobu and Hakoishi، نويسنده , , Michiko and Suzuki، نويسنده , , Mariko and Nakanoya، نويسنده , , Yusuke and Shimada، نويسنده , , Kazuaki and Takikawa، نويسنده , , Yuji، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2006
Pages
4
From page
7763
To page
7766
Abstract
Allenyltrimethylsilylthioketenes, generated in situ through [3,3] sigmatropic rearrangement of trimethylsilylethynyl propargyl sulfides, underwent facile [4+2] cycloaddition with imines to afford the corresponding δ-thiolactams. The resulting 2-trimethylsilyl-4-methylenetetrahydroquinolidine-2-thione, obtained by the [4+2] cycloaddition using piperideine as a dienophile, was transformed into (±)-lupinine in six steps.
Journal title
Tetrahedron Letters
Serial Year
2006
Journal title
Tetrahedron Letters
Record number
1852992
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