1436857-01-0Relevant articles and documents
Stereoselective Synthesis of Polysubstituted Tetrahydropyranones via Acid-Promoted Cyclization of β-Silyl-γ-ethylidene-γ-butyrolactones with Aldehydes and Ketones
Ariyoshi, Shoma,Sakaguchi, Kazuhiko,Nishimura, Takahiro
, p. 11884 - 11894 (2021)
β-Silyl-γ-ethylidene-γ-butyrolactone upon one-pot treatment with aldehydes and ketones in the presence of Lewis acids underwent a tandem Hosomi-Sakurai/Prins cyclization to give polysubstituted tetrahydropyranones stereoselectively. Various aldehydes and ketones can be used in this reaction to produce the corresponding tetrahydropyranones. The optical purity of the starting γ-butyrolactone was substantially retained in the resulting tetrahydropyranones.
NHC-Cu(i) catalysed asymmetric conjugate silyl transfer to unsaturated lactones: Application in kinetic resolution
Pace, Vittorio,Rae, James P.,Harb, Hassan Y.,Procter, David J.
supporting information, p. 5150 - 5152 (2013/06/26)
The scope of the asymmetric silyl transfer to unsaturated lactones utilising a C2-symmetric NHC-Cu(i) catalyst has been established and kinetic resolutions mediated by silyl transfer have been used to prepare enantiomerically enriched anti-4,5-disubstituted 5-membered lactones. The method has been exploited in an expedient synthesis of (+)-blastmycinone.