916067-52-2Relevant academic research and scientific papers
Synthesis of δ-thiolactams by the aza-Diels-Alder reaction of in situ generated allenyltrimethylsilylthioketenes with imines
Aoyagi, Shigenobu,Hakoishi, Michiko,Suzuki, Mariko,Nakanoya, Yusuke,Shimada, Kazuaki,Takikawa, Yuji
, p. 7763 - 7766 (2007/10/03)
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.
