42866-89-7Relevant articles and documents
Highly Selective One-Pot Synthesis of Polysubstituted Isoflavanes using Styryl Ethers and Electron-Withdrawing ortho -Quinone Methides Generated in Situ
Tanaka, Kenta,Kishimoto, Mami,Ohtsuka, Naoya,Iwama, Yoshinori,Wada, Hiroki,Hoshino, Yujiro,Honda, Kiyoshi
supporting information, p. 189 - 192 (2019/01/14)
A highly selective one-pot synthesis of polysubstituted isoflavanes has been developed. The reaction proceeds through the cycloaddition of methyl styryl ethers, derived from phenylacetaldehyde dimethyl acetals under acidic conditions, with electron-withdrawing ortho -quinone methides generated in situ. When phenylacetaldehyde dimethyl acetals were reacted with salicylaldehydes, the reaction proceeded smoothly to afford the corresponding isoflavanes stereoselectively in high yields and with excellent regioselectivities. The present reaction provides versatile access to functionalized isoflavanes, and constitutes a useful tool for the synthesis of biologically active molecules.
A generalized approach for iron catalyzed chemo- and regioselective formation of anti-Markovnikov acetals from styrene derivatives
Chowdhury, Abhishek Dutta,Lahiri, Goutam Kumar
supporting information; experimental part, p. 3448 - 3450 (2012/05/20)
Fe(BF4)2·6H2O in the presence of pyridine-2,6-dicarboxylic acid and PhI(OAc)2 can efficiently catalyze the formation of chemoselective dialkyl acetals from styrene derivatives with anti-Markovnikov regioselectivity in good to high yields under mild and benign reaction conditions.
Pd(II)-catalyzed conversion of styrene derivatives to acetals: Impact of (-)-sparteine on regioselectivity
Balija, Amy M.,Stowers, Kara J.,Schultz, Mitchell J.,Sigman, Matthew S.
, p. 1121 - 1124 (2007/10/03)
Pd[(-)-sparteine]Cl2 catalyzes the formation of dialkyl acetals from styrene derivatives with Markovnikov regioselectivity. The substrate scope of this reaction has been investigated, and initial mechanistic studies indicate that the reaction proceeds through an enol ether intermediate and a Pd-hydride.