Jacobson, Roy published the artcileNaturally occurring spirocyclic ketals from lactones. III, Related Products of tetrahydropyran, the publication is Journal of Organic Chemistry (1982), 47(16), 3140-2, database is CAplus.
Treatment of (S)-propylene oxide with Li acetylide-ethylenediamine complex in NH3(l) gave (S)-4-pentyn-2-ol which was converted to the tetrahydropyranyl ether; the lithium anion was generated followed by condensation with butyrolactone to give (7S)-I with optical purity of 80% identical to the ketals isolated from Andrena and Vespula species. Addnl. obtained was II identical to that isolated from Japanese hop oil. A simplified synthesis of chalcogran (III) from γ-caprolactone and the Li reagent prepared from Br(CH2)3OCH(OEt)Me was described.
Journal of Organic Chemistry published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Related Products of tetrahydropyran.
Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics