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本文引用的文献

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Stereoselective formation of a functionalized dipeptide isostere by zinc carbenoid-mediated chain extension.通过锌卡宾介导的链延长实现功能化二肽电子等排体的立体选择性形成。
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2
Improved procedure for the synthesis of gem-diiodoalkanes by the alkylation of diiodomethane. scope and limitations.通过二碘甲烷烷基化合成偕二碘代烷烃的改进方法。范围与局限性。
J Org Chem. 2008 Oct 17;73(20):8097-100. doi: 10.1021/jo8014616. Epub 2008 Sep 13.
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Formation of gamma-lactones through CAN-mediated oxidative cleavage of hemiketals.通过CAN介导的半缩酮氧化裂解形成γ-内酯。
J Org Chem. 2008 Sep 19;73(18):7409-12. doi: 10.1021/jo801258h. Epub 2008 Aug 12.
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Formal synthesis of (+)-brefeldin A: application of a zinc-mediated ring expansion reaction.(+)-布雷菲德菌素A的形式合成:锌介导的扩环反应的应用
J Org Chem. 2007 Jun 8;72(12):4390-5. doi: 10.1021/jo0701379. Epub 2007 May 12.
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Practical procedures for the preparation of N-tert-butyldimethylsilylhydrazones and their use in modified Wolff-Kishner reductions and in the synthesis of vinyl halides and gem-dihalides.N-叔丁基二甲基硅基腙的制备实用方法及其在改良的沃尔夫-基什纳还原反应以及卤化乙烯和偕二卤化物合成中的应用。
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Zinc carbenoid-mediated chain extension: preparation of alpha,beta-unsaturated-gamma-keto esters and amides.锌卡宾介导的链增长反应:α,β-不饱和-γ-酮酯和酰胺的制备
J Org Chem. 2003 May 30;68(11):4535-8. doi: 10.1021/jo026299g.
7
Ring expansions of beta-keto lactones with zinc carbenoids: syntheses of (+)-patulolide A and (+/-)-patulolide B.β-酮内酯与锌卡宾的扩环反应:(+)-帕图洛内酯A和(±)-帕图洛内酯B的合成
J Org Chem. 2003 Mar 7;68(5):1878-85. doi: 10.1021/jo0264776.
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Tandem chain extension-aldol reaction: syn selectivity with a zinc enolate.
Org Lett. 2001 Dec 27;3(26):4169-71. doi: 10.1021/ol016788n.
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Tandem chain extension-homoenolate formation: the formation of alpha-methylated-gamma-keto esters.
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Potential production and detoxification of penicillic acid in mold-fermented sausage (salami).霉菌发酵香肠(萨拉米香肠)中青霉酸的潜在产生及解毒作用
Appl Microbiol. 1972 Jul;24(1):114-9. doi: 10.1128/am.24.1.114-119.1972.

帕比培南酸的合成:串联链延伸-酰化反应的应用。

Syntheses of papyracillic acids: application of the tandem chain extension-acylation reaction.

机构信息

Department of Chemistry, University of New Hampshire, Durham, New Hampshire 03824, USA.

出版信息

J Org Chem. 2012 Oct 19;77(20):9171-8. doi: 10.1021/jo3017617. Epub 2012 Oct 5.

DOI:10.1021/jo3017617
PMID:23013246
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3477294/
Abstract

A synthetic approach to the papyracillic acid family of natural products has been developed. The spiroacetal core is rapidly assembled through an unprecedented zinc carbenoid-mediated tandem chain extension-acylation reaction. Subsequent functional group manipulation provided access to papyracillic acid B and 4-epi-papyracillic acid C. The successful preparation of these molecules resulted in the clarification of structural assignments of members of this family of natural products.

摘要

已经开发出一种合成法来制备盘菌酸族天然产物。通过前所未有的锌卡宾介导的串联链延伸-酰化反应,快速组装了螺缩醛核心。随后的官能团操作提供了获得盘菌酸 B 和 4-差向盘菌酸 C 的途径。这些分子的成功制备澄清了该族天然产物成员的结构归属。