钯介导的ω-炔酮环化方法构建四氢吡喃核心单元和阿弗他汀 A 的 C(31)-C(48)片段的合成。
A [Pd]-mediated ω-alkynone cycloisomerization approach for the central tetrahydropyran unit and the synthesis of C(31)-C(48) fragment of aflastatin A.
机构信息
National Chemical Laboratory, Dr Homi Bhabha Road, Pune, 411 008, India.
出版信息
Org Biomol Chem. 2011 Aug 7;9(15):5469-75. doi: 10.1039/c1ob05251a. Epub 2011 Jun 14.
PMID:21670840
Abstract
A concise assembly of the central tetrahydropyran unit of aflastatin A featuring a Pd-mediated alkynone cycloisomerization to provide a glycal and its subsequent stereoselective hydroboration to deliver the requisite stereochemistry at C(33) and C(34) centers is documented.
摘要
本文记录了一种简洁的组装方法，用于构建 aflastatin A 的中环四氢吡喃单元，该方法采用 Pd 介导的炔酮环异构化反应生成糖醛，并随后进行立体选择性硼氢化反应，以在 C(33)和 C(34)中心提供所需的立体化学构型。
相似文献
1
A [Pd]-mediated ω-alkynone cycloisomerization approach for the central tetrahydropyran unit and the synthesis of C(31)-C(48) fragment of aflastatin A.钯介导的ω-炔酮环化方法构建四氢吡喃核心单元和阿弗他汀 A 的 C(31)-C(48)片段的合成。
Org Biomol Chem. 2011 Aug 7;9(15):5469-75. doi: 10.1039/c1ob05251a. Epub 2011 Jun 14.
2
Gold-catalyzed cycloisomerization of alk-4-yn-1-ones.金催化的4-炔-1-酮的环异构化反应
Org Biomol Chem. 2009 Mar 21;7(6):1221-5. doi: 10.1039/b819704k. Epub 2009 Feb 5.
3
Stereoselective synthesis of the tetrahydropyran core of polycarvernoside A.多卡韦诺苷A四氢吡喃核心的立体选择性合成。
Org Lett. 2005 Jun 23;7(13):2683-6. doi: 10.1021/ol050840o.
4
Synthesis and confirmation of the absolute stereochemistry of the (-)-aflastatin A C9-C27 degradation polyol.(-)-阿弗他汀A C9-C27降解多元醇的绝对立体化学的合成与确证
Org Lett. 2005 Jul 21;7(15):3335-8. doi: 10.1021/ol051225n.
5
Palladium-catalyzed reactions of cyclohexadienones: regioselective cyclizations triggered by alkyne acetoxylation.钯催化环己二烯酮的反应：由炔烃乙酰氧基化引发的区域选择性环化反应
Org Lett. 2009 Sep 3;11(17):3998-4000. doi: 10.1021/ol901642w.
6
Palladium-catalyzed highly regio- and stereoselective synthesis of 4-alkylidene-4H-3,1-benzoxazines from N-acyl-o-alkynylanilines.钯催化 N-酰基-o-炔基苯胺高区域和立体选择性合成 4-亚烷基-4H-3,1-苯并恶嗪。
Org Lett. 2011 Mar 4;13(5):1098-101. doi: 10.1021/ol103130s. Epub 2011 Feb 3.
7
Gold-catalyzed cycloisomerization of N-Propargylindole-2-carboxamides: application toward the synthesis of lavendamycin analogues.金催化的N-炔丙基吲哚-2-甲酰胺的环异构化反应：用于合成薰衣草霉素类似物的应用
Org Lett. 2008 Aug 21;10(16):3631-4. doi: 10.1021/ol801385h. Epub 2008 Jul 16.
8
Coupling of alkenes and alkynes: synthesis of the C1-C11 And C18-C28 fragments of miyakolide.烯烃与炔烃的偶联：宫古内酯C1-C11和C18-C28片段的合成
Org Lett. 2008 May 15;10(10):1893-6. doi: 10.1021/ol800347u. Epub 2008 Apr 22.
9
Modular synthesis of the C9-C27 degradation product of aflastatin A via alkyne-epoxide cross-couplings.通过炔烃-环氧化合物交叉偶联对阿弗他汀A的C9-C27降解产物进行模块化合成。
Org Lett. 2008 May 1;10(9):1811-4. doi: 10.1021/ol800659z. Epub 2008 Apr 10.
10
Highly enantioselective construction of axial chirality by palladium-catalyzed cycloisomerization of N-alkenyl arylethynylamides.通过钯催化的N-烯基芳基乙炔酰胺环异构化反应实现轴手性的高对映选择性构建。
Org Lett. 2009 Apr 16;11(8):1805-8. doi: 10.1021/ol900373z.
Zotero 插件