Synthesis and Expansion of Bicyclic Enol Ether: A Probable Precursor for the Synthesis of Macrolide (?±)-Pyrenophorin

Costa Ma?-sa B.; Martins Marcos P.; Ara?ojo Hugo C. de; Resck In?as S.

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Synthesis and Expansion of Bicyclic Enol Ether: A Probable Precursor for the Synthesis of Macrolide (?±)-Pyrenophorin

机译：双环烯醇醚的合成和扩展：可能合成大环内酯（？±）-吡喃荧光素的前体

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A convenient procedure for the synthesis and expansion of bicyclic rings has been developed for the production of probable precursors of non-racemic pyrenophorin, an antibiotic dilactone. The major highlight for this new synthetic methodology came from the use of a readily available reagent of easy manipulation, 9-oxabicyclo[3.3.1]nonane-2,6-diol, for the preparation of the bicyclic intermediate, which sequentially was subjected to oxidative cleavage with butyl nitrite resulted in an isomeric mixture, a dioximedilactone and diisoxazoledilactone.

机译：已经开发了一种用于合成和扩增双环的便利程序，用于生产非外消旋吡喃荧光素（一种抗生素二内酯）的可能前体。这种新的合成方法的主要亮点是使用易于操作的易于操作的试剂9-氧杂双环[3.3.1]壬烷-2,6-二醇制备双环中间体，然后将其依次进行用亚硝酸丁酯进行的氧化裂解产生异构体混合物，即二肟基二内酯和二异恶唑二内酯。

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《Journal of the Brazilian Chemical Society》 |2018年第1期|共5页
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Costa Ma?-sa B.; Martins Marcos P.; Ara?ojo Hugo C. de; Resck In?as S.;
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中图分类生物物理学;
关键词
enol etherring expansionmacrolidespyrenophorin.;

机译：烯醇醚化膨胀macrolidespyrenophorin。;

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1. ADDITION OF SILYL ENOL ETHERS AND SILYL KETENE ACETALS TO FERROCENYLMETHYL ETHERS - SYNTHESIS OF PRECURSORS TO CHIRAL BRIDGED FERROCENOPHANES [J] . Locke AJ., Richards CJ., Hibbs DE., Tetrahedron . 1996,第4期

机译：甲硅烷基醚和甲硅烷基乙炔醛向二甲乙炔基乙基醚的添加-手性桥联二苯醚的前体的合成
2. Synthesis and Claisen rearrangement of bridged bicyclic enol ethers of relevance to the course of ketene s-cis-diene cycloaddition [J] . Robertson J, Fowler TG Organic & biomolecular chemistry . 2006,第23期

机译：与烯酮s-顺-二烯环加成反应过程有关的桥联双环烯醇醚的合成和克莱森重排
3. Triethysilyl enol ethers in the synthesis of carbapenem precursors [J] . Nguyen Thu Q., Chai Weirui, Gu Jane, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2015,第23期

机译：三乙硅烷基烯醇醚在碳青霉烯前体合成中的作用
4. Efficient synthesis of precursors for cycloalkyne and cycloallene by rearrangement of silyl enol ether and isomerization of enolate [C] . Kazuki Inoue, Ryo Nakura, Kentaro Okano 日本化学会春季年会講演予稿集 . 2018

机译：基于甲硅烷基烯醇醚的重排和烯丙基异构的高效合成环炔和环烯的前体
5. Part I. Asymmetric organocatalysis: (1) Direct enantioselective organocatalytic hydroxymethylation of aldehydes catalyzed by alpha,alpha-diphenylprolinol trimethylsilyl ether: Application in the formal synthesis of (-)-Rasfonin; (2) Synthesis of a novel bicyclic secondary amine organocatalyst: Application to the direct enantioselective organocatalytic hydroxymethylation of aldehydes. Part II. Asymmetric synthesis of bicyclic analogues of the anti-osteoporotic drug risedronate. [D] . Miller, John Robert. 2010

机译：第一部分，不对称有机催化：（1）α，α-二苯基脯氨醇三甲基甲硅烷基醚催化的醛的直接对映选择性有机催化羟甲基化：在（-）-Rasfonin的正式合成中的应用；（2）新型双环仲胺有机催化剂的合成：应用于醛的直接对映选择性有机催化羟甲基化。第二部分抗骨质疏松药物Risedronate的双环类似物的不对称合成。
6. Triethysilyl Enol Ethers in the Synthesis of Carbapenem Precursors [O] . Thu Q. Nguyen, Weirui Chai, Jane Gu, -1

机译：三乙硅烷基烯醇醚在碳青霉烯前体合成中的作用
7. Synthesis and Expansion of Bicyclic Enol Ether: A Probable Precursor for the Synthesis of Macrolide (±)-Pyrenophorin [O] . Maísa Costa, Marcos Martins, Hugo de Araújo, 2017

机译：双环烯醚的合成和膨胀：用于合成大环内酯（±）-pyrenophorin的可能前体

Synthesis and Expansion of Bicyclic Enol Ether: A Probable Precursor for the Synthesis of Macrolide (?±)-Pyrenophorin

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