1595-73-9Relevant academic research and scientific papers
Gold-Catalyzed Oxidative Cyclization Involving Nucleophilic Attack to the Keto Group of α,α′-Dioxo Gold Carbene and 1,2-Alkynyl Migration: Synthesis of Furan-3-carboxylates
Wang, Ali,Lu, Mingduo,Liu, Yuanhong
, p. 6813 - 6818 (2021/09/13)
A multicomponent strategy for the synthesis of functionalized furan-3-carboxylates based on gold-catalyzed oxidative cyclization of diynones with alcohols or water has been developed. Mechanistic studies revealed that a rare nucleophilic attack to the carbonyl group of the α,α′-dioxo gold carbene instead of the carbene center and 1,2-alkynyl group migration were involved in this transformation. This method offers several advantages such as mild conditions, high regio- and chemoselectivity, and wide functional group compatibility.
Asymmetric reduction of Diynones and the total synthesis of (S)-Panaxjapyne A
Fang, Zhijia,Wills, Martin
, p. 374 - 377 (2014/04/03)
The asymmetric transfer hydrogenation of a series of diynones has been achieved in high conversion and enantiomeric induction. When R1 is a phenyl group, a competing alkyne reduction takes place; however, when R 1 is an alkyl group, this side-reaction is not observed. The application of the reduction to the total synthesis of the natural product (S)-panaxjapyne A in high enantiomeric excess is described.
One-pot formation and derivatization of di- and triynes based on the Fritsch-Buttenberg-Wiechell rearrangement
Luu, Thanh,Morisaki, Yasuhiro,Cunningham, Nina,Tykwinski, Rik R.
, p. 9622 - 9629 (2008/03/15)
(Chemical Equation Presented) A divergent, one-pot synthesis of functionalized polyynes has been developed. Beginning with the appropriately substituted dibromoolefinic precursor, a carbenoid Fritsch-Buttenberg-Wiechell (FBW) rearrangement is used to gene
A one-pot synthesis and functionalization of polyynes
Morisaki, Yasuhiro,Luu, Thanh,Tykwinski, Rik R.
, p. 689 - 692 (2007/10/03)
A one-pot synthesis and derivatization of diynes and triynes is reported. The polyyne framework is formed from a dibromoolefin precursor based on a carbenoid rearrangement, and the resulting Li-acetylide is then trapped in situ with an electrophile to pro
