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本文引用的文献

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Targeting RSK: an overview of small molecule inhibitors.靶向RSK：小分子抑制剂概述
Anticancer Agents Med Chem. 2008 Oct;8(7):710-6. doi: 10.2174/187152008785914770.
2
Synthesis of carbasugar C-1 phosphates via Pd-catalyzed cyclopropanol ring opening.通过钯催化的环丙醇开环反应合成碳环糖C-1磷酸酯。
Org Lett. 2008 Aug 21;10(16):3381-4. doi: 10.1021/ol801106r. Epub 2008 Jul 18.
3
gem-Difluoro-carbasugars, the cases of mannopyranose and galactopyranose.偕二氟碳糖，吡喃甘露糖和吡喃半乳糖的情况。
Carbohydr Res. 2007 Sep 3;342(12-13):1689-703. doi: 10.1016/j.carres.2007.05.021. Epub 2007 May 23.
4
Structural basis for the activity of the RSK-specific inhibitor, SL0101.RSK特异性抑制剂SL0101活性的结构基础。
Bioorg Med Chem. 2007 Jul 15;15(14):5018-34. doi: 10.1016/j.bmc.2007.03.087. Epub 2007 Apr 2.
5
Biosynthesis of aminocyclitol-aminoglycoside antibiotics and related compounds.氨基环醇-氨基糖苷类抗生素及相关化合物的生物合成
Nat Prod Rep. 2007 Apr;24(2):358-92. doi: 10.1039/b603816f. Epub 2006 Dec 21.
6
De novo asymmetric syntheses of SL0101 and its analogues via a palladium-catalyzed glycosylation.通过钯催化糖基化反应对SL0101及其类似物进行从头不对称合成。
Org Lett. 2006 Oct 26;8(22):5149-52. doi: 10.1021/ol062076r.
7
Annulation of beta-aryl-alpha-nitro-alpha,beta-enals and 2,2-dimethyl-1,3-dioxan-5-one: a one-step assembly of nitrocyclitols. Application to a short practical synthesis of (+/-)-7-deoxy-2-epi-pancratistatin tetraacetate.β-芳基-α-硝基-α,β-烯醛与2,2-二甲基-1,3-二氧六环-5-酮的环化反应：硝基环醇的一步合成。应用于(±)-7-脱氧-2-表- pancratistatin四乙酸酯的简短实用合成。
Chem Commun (Camb). 2006 Oct 28(40):4239-41. doi: 10.1039/b606277f. Epub 2006 Aug 31.
8
1-silyl-2,6-diketones: versatile intermediates for the divergent synthesis of five- and six-membered carbocycles under radical and anionic conditions.1-硅烷基-2,6-二酮：在自由基和阴离子条件下用于五元及六元碳环发散合成的通用中间体。
Org Lett. 2006 Aug 31;8(18):3935-8. doi: 10.1021/ol0613517.
9
Search for alpha-glucosidase inhibitors: new N-substituted valienamine and conduramine F-1 derivatives.α-葡萄糖苷酶抑制剂的研究：新型N-取代缬氨霉素和稻壳胺F-1衍生物
Bioorg Med Chem. 2006 Sep 15;14(18):6255-82. doi: 10.1016/j.bmc.2006.05.080. Epub 2006 Jun 22.
10
Influence of rhamnose substituents on the potency of SL0101, an inhibitor of the Ser/Thr kinase, RSK.鼠李糖取代基对Ser/Thr激酶RSK的抑制剂SL0101活性的影响。
Bioorg Med Chem. 2006 Sep 1;14(17):6034-42. doi: 10.1016/j.bmc.2006.05.009. Epub 2006 May 24.

SL0101 碳环糖类似物的合成：通过钯催化环糖醇化和环糖醇化后转化合成碳环糖。

Synthesis of SL0101 carbasugar analogues: carbasugars via Pd-catalyzed cyclitolization and post-cyclitolization transformations.

机构信息

Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA.

出版信息

Org Lett. 2010 Jul 2;12(13):2986-9. doi: 10.1021/ol101009q.

DOI:10.1021/ol101009q
PMID:20518547
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2892554/
Abstract

A general approach to the stereoselective synthesis of 5a-carbasugars has been developed. The route mimics our palladium-catalyzed glycosylation/postglycosylation approach to carbohydrates in that it also utilizes a highly regio- and stereospecific palladium-catalyzed allylation and postglycosylation reaction sequence for the installation of either D- or L-cyclitols. This cyclitolization/postcyclitolization sequence was used for the enantioselective synthesis of a cyclitol analogue of SL0101, its D-sugar enantiomer, as well as several acetylation pattern analogues.

摘要

已开发出一种 5a-碳环糖立体选择性合成的通用方法。该路线模仿了我们使用钯催化糖基化/后糖基化方法合成碳水化合物的方法，因为它还利用了高度区域和立体特异性的钯催化烯丙基化和后糖基化反应序列，用于安装 D-或 L-环糖醇。该环化/后环化序列用于 SL0101 的环糖醇类似物、其 D-糖对映异构体以及几种乙酰化模式类似物的对映选择性合成。

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