Quantitative isotope tracking studies were used to investigate the reaction pathways that occur for Sn‐Beta‐catalyzed carbohydrate conversion to various α‐hydroxy esters. Experimental insight into the conversion of pentoses was sought (i) by identifying pathways based on isotope patterns in the reaction products and (ii) by probing asymmetric isotope incorporation into products. The results indicate that reaction intermediates remain coordinated to the active site throughout the reaction cascades, regardless of the reaction pathway. A predominant transformation of the C1 carbohydrate position to the C3 position of methyl lactate resembles enzymatic glycolysis. Likewise, the majority of retro‐aldol cleavage occurs from the carbohydrate in the ketose form, which again resembles biological glycolysis. In addition, various side‐activities are detected in Sn‐Beta‐catalyzed carbohydrate conversion, which include 5,1‐hydride and 1,2‐carbon shift of the carbohydrates.

中文翻译：

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NMR光谱同位素追踪揭示了锡-贝塔类化合物在碳水化合物转化中的级联步骤

定量同位素追踪研究用于研究Sn-β催化的碳水化合物转化为各种α-羟基酯的反应途径。（i）通过基于反应产物中同位素模式的鉴定途径和（ii）通过探查将不对称同位素掺入产物中，寻求对戊糖转化的实验性见解。结果表明，无论反应途径如何，反应中间体在整个反应级联反应中均与活性位点保持配位。乳酸甲酯的C1碳水化合物位置向C3位置的主要转化类似于酶促糖酵解。同样，大部分的醛缩后裂解来自于酮糖形式的碳水化合物，这再次类似于生物糖酵解。此外，