De novo asymmetric synthesis of homoadenosine via a palladium-catalyzed N-glycosylation
De novo asymmetric synthesis of homoadenosine via a palladium-catalyzed N-glycosylation
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DOI：
10.1021/ol052664p
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发表时间：
2006-01-19
期刊：
影响因子：
5.2
通讯作者：
O'Doherty, GA
中科院分区：
文献类型：
--
作者：
Guppi, SR;Zhou, MQ;O'Doherty, GA
以6-氯嘌呤和Boc-保护的吡喃酮为原料，高立体选择性地合成了L-2-脱氧-β-核糖-己吡喃核苷。我们的方法依赖于钯催化的N-糖基化、非对映选择性还原和还原性1，3-转座的迭代应用。该策略适用于制备各种天然和非天然的吡喃己糖核苷类似物。
A highly stereoselective synthesis of L-2-deoxy-beta-ribo-hexopyranosyl nucleosides from 6-chloropurine and Boc-protected pyranone has been developed. Our approach relies on the iterative application of a palladium-catalyzed N-glycosylation, diastereoselective reduction, and reductive 1,3-transposition. This strategy is amenable to prepare various natural and unnatural hexopyranosyl nucleosides analogues.