2475-16-3Relevant articles and documents
Chiral Bifunctional Phosphine Ligand Enabling Gold-Catalyzed Asymmetric Isomerization of Alkyne to Allene and Asymmetric Synthesis of 2,5-Dihydrofuran
Cheng, Xinpeng,Wang, Zhixun,Quintanilla, Carlos D.,Zhang, Liming
, p. 3787 - 3791 (2019)
The asymmetric isomerization of alkyne to allene is the most efficient and the completely atom-economic approach to this class of versatile axial chiral structure. However, the state-of-the-art is limited to tert-butyl alk-3-ynoate substrates that possess
Gold-Catalyzed [4+2]- and [3+3]-Annulations of Ynamides with 1-Yn-3-ols to Access Six-Membered Carbocycles and Oxacycles via Three Distinct Cyclizations
Giri, Sovan Sundar,Liu, Rai-Shung
supporting information, p. 3311 - 3318 (2017/09/13)
Three distinct strategies for catalytic annulations between ynamides and 1-yn-3-ols are described; the resulting carbo- and heterocycles were produced efficiently in one-pot operations using a gold catalyst. The chemoselectivities of these annulations are controlled by variations of the substituents of the ynamides and the 1-yn-3-ols. This reaction sequence involves initial alkoxylations of ynamides, followed by Claisen rearrangement of propargylic enol ethers, and ends with 6-endo-trig cyclizations of 1-allenyl-5-amide intermediates. Among these cascade annulations, the cyclizations of 5-allenyl-1-amides to yield 5,6-dihydro-2-pyranones and 6-alkylenecyclohex-2-ene-1-carboxamides are unprecedented in the literature. (Figure presented.).
