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Synthesis of new mixed (-)-menthylalkyltin dihydrides. Stereoselective reduction of chiral and prochiral ketones
Journal of Organometallic Chemistry ( IF 2.1 ) Pub Date : 2021-01-05 , DOI: 10.1016/j.jorganchem.2021.121680
V. Fabricio Terraza , Darío C. Gerbino , Julio C. Podestá

This paper reports de synthesis of a series of (-)-menthylalkyltin dihydrides, (-)-MenRSnH2 (R = Me, n-Bu, i-Pr, t-Bu, Neophyl), starting from (-)-menthyltrimethyltin. The new (-)-menthylalkyltin dihydrides 12-16 were used in a study on the stereoselective reduction of chiral (-)-menthone under different reaction conditions. Also the results obtained in the reductions of prochiral acetophenone (27) and 2-acetylnaphthalene (28), with (-)-menthylmethyl- (12) and (-)-menthyli-propyltin (14) dihydrides are informed. Some physical properties as well as full 1H-, 13C-, and 119Sn NMR data of the new organotin compounds are informed.



中文翻译:

合成新的混合的(-)-薄荷基烷基锡二氢化物。立体选择性还原手性和前手性酮

本文报道了从(-)-薄荷基三甲基锡开始合成一系列(-)-薄荷基烷基锡二氢化物(-)-MenRSnH 2(R = Me,n-Bu,i-Pr,t-Bu,Neophyl)。新的( - ) - menthylalkyltin dihydrides 12 - 16在研究中使用的立体选择性还原的手性( - ) -薄荷酮在不同的反应条件。此外,在手性苯乙酮(的减少所获得的结果27)和2-环丁酮(28( - ) - menthylmethyl-()中,用12)和( - ) -薄荷基-propyltin(14)dihydrides被告知。一些物理性质以及完整的1 H-,13 C-和获得了新的有机锡化合物的119 Sn NMR数据。

更新日期:2021-01-05
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