22985-87-1Relevant articles and documents
Efficient and Selective CO2 Reduction Integrated with Organic Synthesis by Solar Energy
Guo, Qing,Liang, Fei,Li, Xu-Bing,Gao, Yu-Ji,Huang, Mao-Yong,Wang, Yang,Xia, Shu-Guang,Gao, Xiao-Ya,Gan, Qi-Chao,Lin, Zhe-Shuai,Tung, Chen-Ho,Wu, Li-Zhu
, p. 2605 - 2616 (2019/10/09)
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Pinacol couplings of a series of aldehydes and ketones with SmI2/Sm/Me3SiCl in DME
Yoshimura, Aya,Saeki, Tomokazu,Nomoto, Akihiro,Ogawa, Akiya
, p. 5347 - 5355 (2015/07/15)
The pinacol coupling is one of the most significant methods to synthesize vic-diols. The combination of samarium diiodide (SmI2) and samarium metal successfully induces the selective pinacol couplings of not only aromatic aldehydes and ketones but also aliphatic ones in the presence of trimethylchlorosilane (Me3SiCl) in 1,2-dimethoxyethane (DME). DME is the most suitable solvent for the reduction system using SmI2 and Me3SiCl. Me3SiCl, a widely available additive, prevents the decomposition of the formed vic-diols, i.e., meso-isomers, and controls their stereochemistry. In particular, the pinacol couplings of sterically hindered aliphatic aldehydes and ketones proceed with excellent diastereoselectivities to afford dl-isomers in good yields.
Study on improved diastereoselectivity in photo-induced electron transfer pinacol coupling reactions of substituted acetophenones
Ma, Nan,Shi, Wei,Zhang, Ronghua,Zhu, Zhiliang,Jiang, Zhiqin
experimental part, p. 718 - 720 (2011/03/20)
Novel diastereoselective photo-induced pinacol coupling reactions of acetophenones by using triethylamine and chiral tertiary amines as electron donating co-sensitizers were studied. Various influence factors including solvents, substituents, and chiral a
