Department of Chemistry, The University of Vermont, 82 University Place, Burlington, Vermont 05405, United States.
J Org Chem. 2012 Nov 2;77(21):9910-4. doi: 10.1021/jo301944t. Epub 2012 Oct 15.
A series of γ-silyloxy-β-hydroxy-α-diazocarbonyl compounds were prepared as fragmentation substrates to probe the hypothesis that steric interactions between the diazo ester and adjacent silyloxy group can play an important role in determining the success of fragmentations. Proper stereoelectronic alignment of the diazo ester and the departing hydroxyl group is necessary for productive fragmentation to occur.
一系列γ-硅氧基-β-羟基-α-重氮羰基化合物被制备为碎裂底物，以探究以下假说：重氮酯与相邻硅氧基之间的空间相互作用在决定碎裂的成功与否方面可能起着重要作用。对于发生有效的碎裂，重氮酯和离去的羟基基团需要适当的立体电子排列。
