Enzymatic Synthesis of Selectively Protected Glycals

Enzymatic Synthesis of Selectively Protected Glycals
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选择性保护的糖的酶法合成

DOI:
10.1002/anie.198902201
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发表时间:
1989
期刊:
影响因子:
--
通讯作者:
E. W. Holla
E. W. Holla
中科院分区:
--
文献类型:
--
作者:
E. W. Holla

文献摘要

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高区域选择性和良好的产率表征了1-3以及其他葡萄糖醛和半乳糖醛衍生物的脂肪酶催化合成。在1和2的合成中使用的酰基转移是基于与相应的羧酸乙烯酯的不可逆酯交换。化合物3通过相应三乙酸酯的脂肪酶催化的酯裂解以意想不到的区域化学形成。
High regioselectivity and good yields characterize the lipase‐catalyzed syntheses of 1–3 as well as other glucal and galactal derivatives. The acyl group transfer used in the synthesis of 1 and 2 is based on the irreversible transesterification with the respective vinyl carboxylates. Compound 3 is formed with an unexpected regiochemistry by lipase‐catalyzed ester cleavage of the corresponding triacetate.