87143-80-4Relevant academic research and scientific papers
First synthesis of medium-sized ring allenyl lactams
Perscheid, Moritz,Schollmeyer, Dieter,Nubbemeyer, Udo
experimental part, p. 5250 - 5253 (2011/11/12)
Medium-sized lactams bearing an axially chiral allene unit have been synthesized by using an aza-ketene Claisen rearrangement. Starting from 2-alkynylpiperidines or 2-alkynylazepines, ring enlargement enabled the highly diastereoselective formation of 10-
Sequential addition reaction of lithium acetylides and Grignard reagents to thioiminium salts from thiolactams leading to 2,2-disubstituted cyclic amines
Murai, Toshiaki,Toshio, Rie,Mutoh, Yuichiro
, p. 6312 - 6320 (2007/10/03)
The reaction of thioiminium salts derived from γ- and δ-thiolactams with lithium acetylides and Grignard reagents proceeded sequentially to give 2,2-disubstituted pyrrolidines and piperidines in moderate to high yields. In the initial step of the reaction
Alkynylation of Thiolactams. New Synthesis of α-Substituted Pyrrolidine and Piperidine Alkaloids
Takahata, Hiroki,Takahashi, Koichi,Wang, Eng-Chi,Yamazaki, Takao
, p. 1211 - 1214 (2007/10/02)
Alkynylation of S-alkylthioamidium salts of thiolactams with lithium acetylides followed by reduction with LiAlH4 provided α-alkynylazacycloalkanes, which on reduction, or hydroboration followed by oxidation, gave α-substituted pyrrolidine and piperidine alkaloids.
A SYNTHESIS OF ALKYNYL AZACYCLOALKANES BY THE COUPLING REACTION OF ALKYNYL BORANES AND LACTAMS
Yamaguchi, Masahiko,Hirao, Ichiro
, p. 1719 - 1722 (2007/10/02)
Alkynyl azacycloalkanes are synthesized in good yiels by the addition reaction of alkynyl boranes to lactams followed by a lithium aluminium hydride reduction of the adducts.
