Enantioselective Synthesis of [7]Helicene: Dramatic Effects of Olefin Additives and Aromatic Solvents in Asymmetric Olefin Metathesis

Grandbois A; Collins SK

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Enantioselective Synthesis of [7]Helicene: Dramatic Effects of Olefin Additives and Aromatic Solvents in Asymmetric Olefin Metathesis

机译：对映体合成的[7] ic烯：烯烃添加剂和芳族溶剂在不对称烯烃复分解中的戏剧性作用

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The asymmetric synthesis of [7]helicene was accomplished in good ee (80 %) by kinetic resolution by means of asymmetric olefin metathesis. Three key factors contributed to the success of the kinetic resolution: the use of new Ru-based olefin metathesis catalysts bearing Cl-symmetric N-heterocyclic carbene ligands, simple olefins as additives to control the nature of the propagating alkylidene and hexafluorobenzene as a solvent.

机译：[7]螺旋烯的不对称合成通过不对称烯烃复分解的动力学拆分以良好的ee（80％）完成。动力学拆分成功的三个关键因素：使用带有Cl对称的N-杂环卡宾配体的新型Ru基烯烃复分解催化剂，简单的烯烃作为添加剂来控制传播的亚烷基和六氟苯作为溶剂的性质。

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《Chemistry: A European journal》 |2008年第30期|共7页
作者
Grandbois A; Collins SK;
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正文语种 eng
中图分类化学;
关键词
asymmetric synthesis; catalysis; helicenes; kinetic resolution; olefin metathesis; RING-OPENING/CROSS-METATHESIS; CATALYZED ALLYLIC ALKYLATION; CHIRAL RUTHENIUM CATALYSTS; N-HETEROCYCLIC CARBENES; CLOSING METATHESIS; HELICAL MOLECULES; EFFICIENT; COMPLEXES; HELICENES; (SS)-2-(P-TOLYLSULFINYL)-1; 4-BENZOQUINONE;

机译：不对称合成;催化;螺旋;动力学拆分;烯烃复分解;开环/交叉复分解;催化烯丙基烷基化;手性钌催化剂;N-杂环碳;闭合分解;螺旋分子;高效;复杂性2-（对甲苯磺酰基）-1;4-苯并醌;

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1. Enantioselective Synthesis of [7]Helicene: Dramatic Effects of Olefin Additives and Aromatic Solvents in Asymmetric Olefin Metathesis [J] . Grandbois A, Collins SK Chemistry: A European journal . 2008,第30期

机译：对映体合成的[7] ic烯：烯烃添加剂和芳族溶剂在不对称烯烃复分解中的戏剧性作用
2. A highly enantioselective one-pot synthesis of homoallylic alcohols via tandem asymmetric allyl transfer/olefin cross metathesis [J] . Lee CHA, Loh TP Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2006,第5期

机译：通过串联不对称烯丙基转移/烯烃交叉复分解的高对映选择性一锅合成均烯丙基醇
3. Modular Mo-based catalysts for efficient asymmetric olefin metathesis.Catalytic enantioselective synthesis of cyclic ethers and acetals [J] . Gabriel S.Weatherhead, Jeffrey H.Houser, J.Gair Ford, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2000,第49期

机译：用于高效不对称烯烃复分解的模块化Mo基催化剂。环醚和缩醛的催化对映选择性合成
4. Ring-Closing Olefin Metathesis for the Synthesis of Aromatic Compounds [C] . Kazuhiro Yoshida, Fumihiro Kawagoe, Noriyuki Iwadate Symposium on Organometallic Chemistry . 2006

机译：封闭烯烃复分解用于合成芳族化合物
5. Total synthesis of (--)-amphidinolide P through cross ene-yne and intramolecular olefin metathesis, relay ring closing olefin/cross ene-yne metathesis. [D] . Jecs, Edgars. 2015

机译：通过交叉烯-炔和分子内烯烃复分解，中继环闭合烯烃/交叉烯-炔复分解全合成（-）-两性内酯P.
6. Asymmetric Catalysis Special Feature Part II: Mo-catalyzed asymmetric olefin metathesis in target-oriented synthesis: Enantioselective synthesis of (+)-africanol [O] . Gabriel S. Weatherhead, G. A. Cortez, Richard R. Schrock, 2004

机译：不对称催化的特殊特征第二部分：面向目标的合成中的Mo催化不对称烯烃复分解：（+）-非洲醇的对映选择性合成
7. Mo-catalyzed asymmetric olefin metathesis in target-oriented synthesis: Enantioselective synthesis of (+)-africanol [O] . Weatherhead, Gabriel S., Cortez, G. A., Schrock, Richard R., 2004

机译：目标定向合成中钼催化的不对称烯烃复分解：（+）-非洲醇的对映选择性合成

Enantioselective Synthesis of [7]Helicene: Dramatic Effects of Olefin Additives and Aromatic Solvents in Asymmetric Olefin Metathesis

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