Gold-catalyzed diastereoselective synthesis of 2,6-trans-disubstituted tetrahydropyran derivatives: application for the synthesis of the C1-C13 fragment of bistramide A and B

Padhi Birakishore; Reddy D. Srinivas; Mohapatra Debendra K.

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Gold-catalyzed diastereoselective synthesis of 2,6-trans-disubstituted tetrahydropyran derivatives: application for the synthesis of the C1-C13 fragment of bistramide A and B

机译：金催化的2,6-反式-二取代的四氢吡喃衍生物的非对映选择性合成：双链酰胺A和B的C1-C13片段的合成应用

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An efficient gold(III)-catalyzed general method for the diastereoselective allylation of six-membered cyclic hemiacetals at room temperature is developed. The present protocol is operationally simple with good functional group tolerance, thus providing easy access to various multifunctionalized 2,6-transdisubstituted tetrahydropyrans. Since an allyl moiety is readily introduced, the developed strategy is highly versatile and has great potential for further functional group manipulation. Furthermore, a diastereoselective synthesis of the C1-C13 fragment of bistramide A and B has been described highlighting this methodology.

机译：建立了一种高效的金（III）催化的六元环半缩醛在室温下非对映选择性烯丙基化的通用方法。本方案操作简单，具有良好的官能团耐受性，因此易于获得各种多官能化的2，6-反式二取代的四氢吡喃。由于容易引入烯丙基部分，因此开发的策略具有很高的通用性，并且在进一步的官能团操作方面具有巨大潜力。此外，已经描述了双链酰胺A和B的C1-C13片段的非对映选择性合成，突出了该方法。

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《RSC Advances》 |2015年第117期|共11页
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Padhi Birakishore; Reddy D. Srinivas; Mohapatra Debendra K.;
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1. Gold-catalyzed diastereoselective synthesis of 2,6-trans-disubstituted tetrahydropyran derivatives: application for the synthesis of the C1-C13 fragment of bistramide A and B [J] . Padhi Birakishore, Reddy D. Srinivas, Mohapatra Debendra K. RSC Advances . 2015,第117期

机译：金催化的2,6-反式-二取代的四氢吡喃衍生物的非对映选择性合成：双链酰胺A和B的C1-C13片段的合成应用
2. Asymmetric synthesis of the C1-C13 fragment of the marine metabolite bistramide K [J] . Bauder C. European journal of organic chemistry . 2010,第32期

机译：海洋代谢物双链酰胺K的C1-C13片段的不对称合成
3. Asymmetric synthesis of the C1-C13 fragment of the marine metabolite bistramide K [J] . Bauder C. European journal of organic chemistry . 2010,第32期

机译：海洋代谢物双链酰胺K的C1-C13片段的不对称合成
4. Synthesis of Bistramide A spiroketal fragment [C] . Loic TOMAS, David GUEYRARD, Peter G. GOEKJIAN European Symposium on Organic Chemistry . 2009

机译：菠菜片段的合成刺激片段
5. I. Total synthesis and biological evaluation of reblastatin, autolytimycin and related structural derivatives. II. Synthesis and biological evaluation of stereochemical analogs of bistramide A [D] . Wrona, Iwona Ewa 2009

机译：I.角质素，自身霉素和相关结构衍生物的全合成和生物学评估。二。双链酰胺A的立体化学类似物的合成和生物学评价
6. Enantioselective Synthesis of α-Methylene-β-hydroxy Carboxylic Acid Derivatives via a Diastereoselective Aldol-β-Elimination Sequence: Application to the C(15)–C(21) Fragment of Tedanolide C [O] . Roland Barth, William R. Roush -1

机译：经由非对映选择性醛醇-β-消除序列的对映选择性合成α亚甲基β羟基羧酸衍生物：应用到C（15）-C（21）Tedanolide的C片段
7. Synthesis and 4 + 2-Annulation of Enantioenriched (Z)-Crotylsilanes: Preparation of the C1-C13 Fragment of Bistramide A [O] . -1

机译：合成和4 + 2 - enalioEnRICHED（Z） - 旋塞兰烷的制备：制备酒精A的C1-C13片段a

Gold-catalyzed diastereoselective synthesis of 2,6-trans-disubstituted tetrahydropyran derivatives: application for the synthesis of the C1-C13 fragment of bistramide A and B

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