Ring-opening of enantiomerically pure oxa-containing heterocycles with phosphorus nucleophiles

Fernandez-Perez Hector; Etayo Pablo; Nunez-Rico Jose Luis; Balakrishna Bugga; Vidal-Ferran Anton

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Ring-opening of enantiomerically pure oxa-containing heterocycles with phosphorus nucleophiles

机译：对映体纯的含氧杂环与磷亲核试剂的开环

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Various oxa-containing heterocycles (i.e. enantiopure epoxide-and oxetane-based substrates) were subjected to ring-opening with phosphorus nucleophiles. The ring-opening reactions proceeded smoothly and the resulting 1,2-, and 1,3-phosphino alcohols were efficiently isolated as stable borane complexes. These derivatives arise from regio- and stereocontrolled syntheses based on ring-opening processes of oxa-containing heterocycles. The regio- and stereochemistry of the resulting chiral products were unequivocally confirmed in many cases via single-crystal X-ray diffraction analysis.

机译：用磷亲核试剂使各种含氧杂环（即对映体纯的环氧化物和氧杂环丁烷的底物）开环。开环反应进行得很顺利，所得的1,2-和1,3-膦醇被有效地分离为稳定的硼烷配合物。这些衍生物来自基于含氧杂环的开环过程的区域和立体控制的合成。通过单晶X射线衍射分析在许多情况下明确地确认了所得手性产物的区域和立体化学。

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《RSC Advances》 |2014年第102期|共8页
作者
Fernandez-Perez Hector; Etayo Pablo; Nunez-Rico Jose Luis; Balakrishna Bugga; Vidal-Ferran Anton;
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正文语种 eng
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1. Ring-opening of enantiomerically pure oxa-containing heterocycles with phosphorus nucleophiles [J] . Fernandez-Perez Hector, Etayo Pablo, Nunez-Rico Jose Luis, RSC Advances . 2014,第102期

机译：对映体纯的含氧杂环与磷亲核试剂的开环
2. Reaction of an Enantiomerically Pure Phosphaalkene-Oxazoline with MeM Nucleophiles (M = Li and MgBr): Stereoselectivity and Noninnocence of the P-Mesityl Substituent [J] . Serin Spencer C., Patrick Brian O., Dake Gregory R., Organometallics . 2014,第24期

机译：对映体纯的Phosphaalkene-恶唑啉与MeM亲核试剂（M = Li和MgBr）的反应：立体选择性和P-Mesityl取代基的纯正性
3. Enantiomerically pure 2-aryl(alkyl)-2-trifluoromethylaziridines: synthesis and ring opening with selected O- and N-nucleophiles [J] . Fabienne Grellepois, Jean Nonnenmacher, Fabien Lachaud, Organic & biomolecular chemistry . 2011,第4期

机译：对映体纯的2-芳基（烷基）-2-三氟甲基氮丙啶：合成和具有选定的O-和N-亲核试剂的开环
4. Synthesis of optically pure oxa9helicene derivatives by reaction of helical quinones with several nucleophiles [C] . Md. Sharif Hossain, Michinori Karikomi 日本化学会春季年会講演予稿集 . 2018

机译：通过螺旋醌与几种亲核试剂的反应合成光学纯的OXA 9甲丙烯衍生物
5. Ring-opening of aziridine-2-carboxamides by carbohydrate C1-O nucleophiles. Stereoselective preparation of O-linked glycopeptides. [D] . Ryan, Daniel. 2009

机译：碳水化合物C1-O亲核试剂打开氮丙啶-2-羧酰胺的开环。 O-连接糖肽的立体选择性制备。
6. Intramolecular ring-opening from a CO2-derived nucleophile as the origin of selectivity for 5-substituted oxazolidinone from the (salen)Cr-catalyzed aziridine + CO2 coupling [O] . Debashis Adhikari, Aaron W. Miller, Mu-Hyun Baik, 2015

机译：源自CO2的亲核试剂的分子内开环作为由（salen）Cr催化的氮丙啶+ CO2偶联生成5-取代的恶唑烷酮的选择性起点
7. Nitrile and Amide Biotransformations for the Synthesis of Enantiomerically Pure 3-Arylaziridine-2-carboxamide Derivatives and Their Stereospecific Ring-Opening Reactions [O] . -1

机译：用于合成对映体纯3-芳基氮杂氨酸-2-甲酰胺衍生物的腈和酰胺生物转化及其立体特异性开环反应

Ring-opening of enantiomerically pure oxa-containing heterocycles with phosphorus nucleophiles

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