We have developed an organocatalyticasymmetricMichaelreaction of acylsilane through the selection of acylsilane substrates and organocatalysts, thus creating a rare example of acylsilane α-alkylation with a chiral guanidine catalyst, which afforded products in good yields and high stereoselectivity. The corresponding adducts described here have also been demonstrated to be useful in the synthesis
Palladium-Catalyzed Fluoride-Free Cross-Coupling of Intramolecularly Activated Alkenylsilanes and Alkenylgermanes: Synthesis of Tamoxifen as a Synthetic Application
作者:Kenji Matsumoto、Mitsuru Shindo
DOI:10.1002/adsc.201100627
日期:2012.3
intramolecular hypercoordination of a carboxylic acid is a powerful activation strategy for the palladium‐catalyzed cross‐coupling reaction of trialkyl(vinyl)silanes and trialkyl(vinyl)germanes under fluoride‐free conditions. Z‐β‐Trialkylsilyl‐ and Z‐β‐trialkylgermylacrylic acids, synthesized stereoselectively by olefination with ynolates, are highly stable and useful reagents for cross‐coupling with a variety
Synthesis of acylsilanes via oxidative hydrolysis of 2-silyl-1,3-dithianes mediated by N-bromosuccinimide
作者:Amauri F Patrocı́nio、Paulo J.S Moran
DOI:10.1016/s0022-328x(00)00181-9
日期:2000.5
The oxidative method for the hydrolysis of 1,3-dithianes was applied to 2-silyl-1,3-dithianes using N-bromosuccinimide providing acylsilanes with good yields under a short reaction period. The oxidation of aroylsilanes to carboxylic acid was prevented by the addition of bases and the lowering of the reaction temperature. (C) 2000 Elsevier Science S.A. All rights reserved.
Hwu, Jih Ru; Lee, Taekyo; Gilbert, Bryant A., Journal of the Chemical Society. Perkin transactions I, 1992, # 23, p. 3219 - 3224