Perfectly Regioselective and Sequential Protection of Glucopyranosides
Perfectly Regioselective and Sequential Protection of Glucopyranosides
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DOI：
10.1002/ejoc.200901393
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发表时间：
2010-02-01
影响因子：
2.8
通讯作者：
Kawabata, Takeo
中科院分区：
文献类型：
--
作者：
Muramatsu, Wataru;Mishiro, Kenji;Kawabata, Takeo
已经开发出用于制备正交保护的吡喃葡萄糖苷的完美区域选择性和序贯方法。通过有机催化在 C(4)-OH 处引入酰基，区域选择性 > 99%。将TBDPS、Boc和BOM基团依次引入4-O-酰基-吡喃葡萄糖苷的C(6)-OH、C(2)-OH和C(3)-OH处，分别具有约。每一步都具有 100% 的区域选择性。
perfectly regioselective and sequential method for the preparation of orthogonally protected glucopyranosides has been developed. An acyl group was introduced at C(4)-OH by organocatalysis with > 99% regioselectivity. TBDPS, Boc, and BOM groups were sequentially introduced into the 4-O-acyl-glucopyranoside at C(6)-OH, C(2)-OH, and C(3)-OH, respectively, with ca. 100% regioselectivity in each step.