- Lewis Base-Promoted Ring-Opening 1,3-Dioxygenation of Unactivated Cyclopropanes Using a Hypervalent Iodine Reagent
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A facile and effective system has been developed for the regio- and chemoselective ring-opening/electrophilic functionalization of cyclopropanes through C?C bond activation by [bis(trifluoroacetoxy)iodo]benzene with the aid of the Lewis basic promoter p-toluenesulfonamide. The p-toluenesulfonamide-promoted system works well for a wide range of cyclopropanes, resulting in the formation of 1,3-diol products in good yields and regioselectivity.
- Gieuw, Matthew H.,Ke, Zhihai,Yeung, Ying-Yeung
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p. 3782 - 3786
(2018/03/13)
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- Reduction of aromatic and aliphatic keto esters using sodium borohydride/MeOH at room temperature: a thorough investigation
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Reduction of keto esters is a valuable alternative to produce diols. Sodium borohydride/MeOH system at room temperature and short reaction time efficiently reduced α, β, γ, and δ-keto esters having α-keto esters as the most reactive. The ester functionality was reduced effectively due to the presence of oxo group that somehow facilitates the formation of ring intermediate. As expected, the chemoselective experiments showed that ester functionality was not reduced using this system. This study presents a simple, easy, and benign reduction process of various keto esters to its corresponding diols.
- Kim, Juryoung,De Castro, Kathlia A.,Lim, Minkyung,Rhee, Hakjune
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supporting information; experimental part
p. 3995 - 4001
(2010/07/05)
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- Synthesis of benzanilide derivatives as dual acting agents with α1- adrenoceptor antagonistic action and steroid 5-α reductase inhibitory activity
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Synthesis of benzanilide derivatives which have dual α1-adrenoceptor antagonistic action and steroid 5α-reductase inhibitory activity and their structure-activity relationships is described.
- Yoshida, Kiyoshi,Horikoshi, Yoichiro,Eta, Masaaki,Chikazawa, Jun,Ogishima, Masayuki,Fukuda, Yohichi,Sato, Hiroki
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p. 2967 - 2972
(2007/10/03)
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