53178-46-4Relevant articles and documents
Substitution of HMPT by the Cyclic Urea DMPU as a Cosolvent for Highly Reactive Nucleophiles and Bases
Mukhopadhyay, Triptikumar,Seebach, Dieter
, p. 385 - 391 (1982)
The cyclic urea DMPU (N,N'-dimethyl-N,N'-propylene urea = 1,3-dimethyl-2-oxo-hexahydropyrimidine) is shown to exhibit the same effects as HMPT in oxirane-opening with Li-acetylide, in Wittig olefination, in the double deprotonation of a nitroalkane, in th
Replacement of HMPA in samarium diiodide promoted cyclizations and reactions of organolithium compounds
Berndt, Mathias,Hoelemann, Alexandra,Niermann, Andre,Bentz, Christoph,Zimmer, Reinhold,Reissig, Hans-Ulrich
experimental part, p. 1299 - 1302 (2012/04/04)
Tripyrrolidinophosphoric acid triamide (TPPA) can replace carcinogenic HMPA as a Lewis basic additive in many reactions involving samarium ketyls. In most cases, yields and selectivities of cyclizations of (het)aryl, alkenyl, and alkynyl ketones are simil
Studies on the substituted 3-aminopropan-1-ol motif of lycoctonine class norditerpenid alkaloids: A novel route to 3-hydroxymethylcyclohex-2-enone
Doisy, Xavier,Blagbrough, Ian S.,Thomas, Noel F.,Potter, Barry V. L.
, p. 8525 - 8528 (2007/10/03)
Pursuing our interest in methyllcaconitine (MLA), we have designed a synthetic route to substituted ring-A of lycoctonine class norditerpenoid alkaloids. A novel synthesis of 3-hydroxymethylcyclohex-2-enone has been achieved starting from cyclohex-2-enone. Key reactions are: 1,2-addition of 1,3-dithiane followed by allylic rearrangement, 1,4-hydrocyanation, Wittig reaction and conversion into the substituted N-ethyl-3-aminopropan-1-ol motif of these neopentyl-like alcohols.