607356-25-2

Upstream product

• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 607355-96-4 (+)-(S)R-1-(2-iodo-phenyl)-2-(toluene-4-sulfinyl)-ethanone 
• 607356-24-1 (S)-1-(2-Iodo-phenyl)-2-((R)-toluene-4-sulfinyl)-ethanol 
• 74-88-4 methyl iodide 
• 610-97-9 o-iodo-methyl-benzoic acid 

Relevant academic research and scientific papers

An asymmetric biaryl Suzuki cross-coupling reaction: Stereogenic benzylic carbinols as chiral auxiliaries

Asymmetric biaryl Suzuki coupling reactions were performed with various aryl- or naphthylhalide-bearing enantiomerically pure benzylic alcohols and aryl- or naphthylboronic acids (or esters). The stereogenic benzylic alcohol was introduced by diastereoselective reduction of the arylhalide bearing a β-keto sulfoxide. In the presence of Pd(OAc)2/CsF and dppf or PPh3 excellent yields and atropodiastereoselectivities were obtained. The absolute configurations of the biaryls were determined by X-ray crystallography and 1H NMR NOESY experiments. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Enantiopure β-hydroxysulfoxide derivatives as novel chiral auxiliaries in asymmetric biaryl suzuki reactions

Highly diastereoselective biaryl Suzuki coupling reactions of (1R)-1-(2-iodo or bromophenyl)-2-(R)-(4-tolylsulfinyl)-1-ethanol derivatives with various aryl- or naphthylboronic acids (or esters) were performed with high yields (up to 99%) and an excellent control of the axial chirality (up to 98% de).