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delta-Valerolactam is the starting material for a new route to hexahydrojulolidines, using intramolecular 1,4-cycloaddition. It is used as an intermediate in the preparation of other chemicals.
Naoki Toyooka; Yasuko Yoshida; Yasuhito Yotsui and Takefumi Momose. 2-Piperidone Type of Chiral Building Block for 3-Piperidinol Alkaloid Synthesis. J. Org. Chem. 1999, 64 (13), 4914-4919.
Tetsuji Kametani; Terumi Higa; Masuo Koizumi; Masataka Ihara; Keiichiro Fukumoto. Iminoketene cycloaddition. 2. Total syntheses of arborine, glycosminine, and rutecarpine by condensation of iminoketene with amides. J. Am. Chem. Soc. 1977, 99 (7), 2306-2309.
Starting material for a new route to hexahydrojulolidines, using intramolecular 1,4-cycloaddition: J. Org. Chem., 58, 5041 (1993).
For reaction as a heterodienophile in cycloaddition with Danishefsky's diene, see: Tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)europium(III), 33541.
Hazard Statements: H319-H335
Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P271-P280i-P304+P340-P305+P351+P338-P312-P337+P313-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If eye irritation persists: Get medical advice/attention. Dispose of contents/ container to an approved waste disposal plant