66909-46-4Relevant articles and documents
A modular and scalable one-pot synthesis of polysubstituted furans
Fournier, Jeremy,Arseniyadis, Stellios,Cossy, Janine
supporting information; experimental part, p. 7562 - 7566 (2012/10/18)
One four all: Allyl dienol carbonates can be readily converted into diversely substituted furans by a one-pot four-step sequence featuring a palladium-catalyzed decarboxylative allylic alkylation, a microwave-mediated Cope rearrangement, a nucleophilic addition, and a dehydration reaction (see scheme). The protocol is operationally simple, highly flexible, and provides di-, tri-, and tetrasubstituted furans starting from readily available materials. Copyright
Total synthesis of (±)-hedychilactone B: Stepwise allenoate diene cycloaddition to prepare trimethyldecalin systems
Jung, Michael E.,Murakami, Masayuki
, p. 461 - 463 (2008/02/01)
The total synthesis of the diterpene hedychilactone B 1 is reported. The exo adduct 4x, the major product of the stepwise [4+2] cycloaddition of the diene 2 and the allenoate 3, has been converted into 1 via 7 steps, among them a key nonconjugative hydrol
Stereoselective Synthesis of (E)- or (Z)-α-Alkylidene-γ-butyrolactone from γ-Butyrolactone and Bis Disulfide and Mechanistic Studies of the Effect of Metal Complexes on the Stereoselection
Matsui, Syuichi
, p. 1853 - 1866 (2007/10/02)
Treatment of γ-butyrolactone with bis disulfide in presence of 2.2. equiv of lithium diisopropylamide (LDA) produced lithium enolate of O-ethyl S-(tetrahydro-2-oxo-3-furanyl) dithiocarbonate, which reacted with an aldehyde to afford exclusively (E)-α-alkylidene-γ-butyrolactone.Interestingly, when the reaction was quenched below -20 deg C or when it was carried out in the presence of metal complex such as zinc chloride, copper(I) iodide, or tributyltin chloride, (Z)-α-alkylidene-γ-butyrolactone was obtained as the major product.The stereoselectivity of this reaction was sensitive to the reaction temperature and the metal cation employed.
