229471-37-8Relevant academic research and scientific papers
A facile synthesis of fused aromatic spiroacetals based on the 3,4,3′,4′-tetrahydro-2,2′-spirobis(2H-1-benzopyran) skeleton
Brimble, Margaret A.,Flowers, Christopher L.,Trzoss, Michael,Tsang, Kit Y.
, p. 5883 - 5896 (2007/10/03)
The facile synthesis of a series of aromatic 6,6-spiroacetals based on the parent 3,4,3′,4′-tetrahydro-2,2′-spirobis(2H-1-benzopyran) heterocyclic system is reported. Key steps included the use of a Sonogashira coupling for the synthesis of an aryl acetylene that was coupled to an aryl aldehyde to form a propargyl alcohol intermediate. Hydrogenation of the alkynol followed by oxidation produced a masked dihydroxy ketone that upon treatment with trimethylsilyl bromide underwent deprotection and cyclisation to the fused aromatic spiroacetal.
Asymmetric palladium(0)-mediated synthesis of 2-vinylchroman
Labrosse, Jean-Robert,Poncet, Cecilia,Lhoste, Paul,Sinou, Denis
, p. 1069 - 1078 (2007/10/03)
Optically active 2-vinylchroman was synthesized from the corresponding hydroxy allylic carbonate by palladium-catalyzed cyclization in the presence of various chiral ligands. Enantioselectivity of up to 53% was obtained using NMDPP as the chiral phosphine
