254098-86-7Relevant academic research and scientific papers
Nitroalkanes as a new source of 2-alkylidene-1,4-diols, in two steps
Ballini, Roberto,Bosica, Giovanna,Damiani, Marco,Righi, Paolo
, p. 13451 - 13456 (1999)
A variety of 2-alkylidene-1,4-diols have been conveniently prepared, in two steps, by conjugate addition of a nitroalkane to the appropriate enedione derivatives under basic conditions (DBU), followed by chemoselective reduction (LiAlH4/Et2O) of the carbonyl functionalities of the Michael adduct, obtained after elimination of nitrous acid.
Phase-Transfer-Catalyzed Asymmetric Annulations of Alkyl Dihalides with Oxindoles: Unified Access to Chiral Spirocarbocyclic Oxindoles
Gao, Min,Hu, Lin,Li, Xuemin,Li, Yongyi
supporting information, p. 875 - 880 (2022/02/05)
A general phase-transfer-catalyzed asymmetric (n+1) (n = 4 or 5) annulation reaction, featuring the direct coupling of simple oxindoles with alkyl dihalides that are allylic/benzylic and non-allylic/benzylic, has been developed to provide previously inacc
Synthesis of (E)-3-alkylidenepyrrolidines by nucleophilic ring closure of (E)-2-alkylidene-1,4-diol derivatives
Ballini, Roberto,Bosica, Giovanna,Mase?, Aldo,Petrini, Marino
, p. 2927 - 2931 (2007/10/03)
The synthesis of N-protected (E)-3-alkylidenepyrrolidines is reported. Nitroalkanes react with unsaturated 1,4-diesters and 1,4-keto esters, giving a tandem Michael addition/elimination of nitrous acid. The obtained 1,4-dicarbonyl compounds are reduced to the corresponding diols and then converted into their mesylates. Reaction of mesylates with benzylamine or 4-methylbenzenesulfonylamide affords the unsaturated pyrrolidines. Use of the sulfonylamide for the cyclization step has advantages over that of benzylamine, since it gives better yields of pyrrolidines, and furthermore, the benzenesulfonyl group can be efficiently removed in the presence of unsaturated bonds.
