Prins Cyclization of Bis(silyl) Homoallylic Alcohols to Form 2,6-cis-Tetrahydropyrans Containing a Geometrically Defined Exocyclic Vinylsilane: Efficient Synthesis of Ring B of the Bryostatins

Ji Lu; Zhenlei Song; Yuebao Zhang

首页> 外文期刊>Angewandte Chemie >Prins Cyclization of Bis(silyl) Homoallylic Alcohols to Form 2,6-cis-Tetrahydropyrans Containing a Geometrically Defined Exocyclic Vinylsilane: Efficient Synthesis of Ring B of the Bryostatins

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Prins Cyclization of Bis(silyl) Homoallylic Alcohols to Form 2,6-cis-Tetrahydropyrans Containing a Geometrically Defined Exocyclic Vinylsilane: Efficient Synthesis of Ring B of the Bryostatins

机译：双（甲硅烷基）均烯丙基醇的小环成环形成含几何定义的环外乙烯基硅烷的2,6-顺式四氢吡喃类化合物：Bryostatins环B的有效合成

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Bryostatins are a class of complex macrolides produced by a bacterial symbiont of the marine bryozoan Bugula neritina (Figure 1). Since the first isolation of bryostatin 1 by Pettit and co-workers in 1982, some 20 members of this family have been described. The bryostatins have shown remarkable biological activity against a range of cancers and other diseases such as Alzheimer's. They have also been used extensively in clinical trials against these diseases.

机译：苔藓抑素是由海洋苔藓虫Bugula neritina的细菌共生体产生的一类复杂的大环内酯类（图1）。自1982年Pettit及其同事首次分离出bryostatin1以来，已有约20个家族成员被描述。抑菌素已显示出对多种癌症和其他疾病（例如老年痴呆症）的显着生物活性。它们也已广泛用于针对这些疾病的临床试验中。

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《Angewandte Chemie》 |2012年第22期|共4页
作者
Ji Lu; Zhenlei Song; Yuebao Zhang;
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正文语种 eng
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cyclizations; heterocycles; natural products silanes; synthetic methods;

机译：环化;杂环;天然产物硅烷;合成方法;

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1. Prins Cyclization of Bis(silyl) Homoallylic Alcohols to Form 2,6-cis-Tetrahydropyrans Containing a Geometrically Defined Exocyclic Vinylsilane: Efficient Synthesis of Ring B of the Bryostatins [J] . Ji Lu, Zhenlei Song, Yuebao Zhang Angewandte Chemie . 2012,第22期

机译：双（甲硅烷基）均烯丙基醇的小环成环形成含几何定义的环外乙烯基硅烷的2,6-顺式四氢吡喃类化合物：Bryostatins环B的有效合成
2. Mechanistic and computational studies of exocyclic stereocontrol in the synthesis of bryostatin-like cis-2,6-disubstituted 4-alkylidenetetrahydropyrans by prins cyclization [J] . Ogawa Y., Painter P.P., Tantillo D.J., The Journal of Organic Chemistry . 2013,第1期

机译：prins环化法合成bryostatin样顺式2,6-二取代的4-亚烷基四氢吡喃类化合物的环外立体控制机理和计算研究
3. 1,4-Hydroiodination of Dienyl Alcohols with TMSI To Form Homoallylic Alcohols Containing a Multisubstituted Z-Alkene and Application to Prins Cyclization [J] . Xu Yongjin, Yin Zhiping, Lin Xinglong, Organic letters . 2015,第8期

机译：用TMSI将二烯基醇进行1,4-加氢碘化反应以形成包含多取代Z烯烃的均烯丙基醇及其在小环的应用
4. Stereoselective Synthesis of δ-Silyl-Substituted anti-Homoallylic Alcohols Using Palladium-Catalyzed Three-Component Reaction [C] . MURAKAMI Miki, HORINO Yoshikazu, ABE Hitoshi 日本化学会春季年会講演予稿集 . 2018

机译：使用钯催化的三组分反应的δ-甲硅烷基取代的抗官能醇的立体选择性合成
5. Synthesis of carbocyclic attached ring systems by pinacol-terminated Prins cyclizations and studies toward a general strategy for the total synthesis of cladiellin, briarellin, and asbestinin diterpenes. [D] . Pennington, Lewis Dale. 2002

机译：通过频哪醇封端的Prins环化合成碳环连接的环系统，并研究总合成cladiellin，briarelin和asbestinin二萜的一般策略。
6. Mechanistic and Computational Studies of Exocyclic Stereocontrol in the Synthesis of Bryostatin-like cis-26-Disubstituted-4-Alkylidene Tetrahydropyrans by Prins Cyclization [O] . Yasuyuki Ogawa, Phillip P. Painter, Dean J. Tantillo, -1

机译：环外立体控制的机理与计算研究中的苔藓抑素样由王子环化顺式-26-二取代-4-亚烷四氢吡喃合成
7. Mechanistic and Computational Studies of Exocyclic Stereocontrol in the Synthesis of Bryostatin-likeCis-2,6-Disubstituted 4-Alkylidenetetrahydropyrans by Prins Cyclization [O] . Yasuyuki Ogawa, Phillip P. Painter, Dean J. Tantillo, 2012

机译：用纯化环化合成苯霉素 - Likecis-2,6-二烷基化4-烷基四乙烯吡喃吡喃（Brecostin-Likecis-2,6-二）的机械和计算研究

Prins Cyclization of Bis(silyl) Homoallylic Alcohols to Form 2,6-cis-Tetrahydropyrans Containing a Geometrically Defined Exocyclic Vinylsilane: Efficient Synthesis of Ring B of the Bryostatins

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