The Julia-Colonna Asymmetric Epoxidation Reaction of Chalcone Catalyzed by Length Defined oligo-L-leucine:Importance of the N-Terminal Functional Group and Helical Straucture of the Catalyst in the Asymmetric Induction

Ryukichi Takagi; Toshiki Manabe; Akiko Shiraki; Arata Yoneshige; Yoshikazu Hiraga; Satoshi Kojima; Katsuo Ohkata

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The Julia-Colonna Asymmetric Epoxidation Reaction of Chalcone Catalyzed by Length Defined oligo-L-leucine:Importance of the N-Terminal Functional Group and Helical Straucture of the Catalyst in the Asymmetric Induction

机译：通过长度定义的寡核苷酸催化的Chalcone的julia-colonna不对称环氧化反应：N-末端官能团和催化剂在不对称诱导中的螺旋舰艇的重要性

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Catalysts,oligo-L-leucine,for the Julia-Colonna asymmetric epoxidation of chalcone with defined degrees of polymerization were prepared by a stepwise elongation method.The yield and enantioselectivity in the epoxidation increased with the degree of polymerization of the catalyst.The presence of an unprotected amine moiety at the N-terminus proved to be essential for high asymmetric induction.The IR characteristic absorption bands(the amide I region)of the catalysts suggested that helical structure in the catalyst is related to asymmetric induction.

机译：通过逐步伸长方法制备催化剂，对于具有限定聚合程度的Chalcone的Julia-Colonna不对称环氧化的肠核苷酸脱氨酸。环氧化中的产率和对辅助性随催化剂的聚合程度而增加。存在 N-末端的未受保护的胺部分被证明对高不对称诱导至关重要。催化剂的IR特征吸收带（酰胺I区域）表明催化剂中的螺旋结构与不对称诱导有关。

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《Bulletin of the Chemical Society of Japan》 |2000年第9期|共7页
作者
Ryukichi Takagi; Toshiki Manabe; Akiko Shiraki; Arata Yoneshige; Yoshikazu Hiraga; Satoshi Kojima; Katsuo Ohkata;
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Department of Chemistry Graduate School of Science Hiroshima University 1-3-1 Kagamiyama Higashi-Hiroshima 739-8526;

Department of Chemistry Graduate School of Science Hiroshima University 1-3-1 Kagamiyama Higashi-Hiroshima 739-8526;

Department of Chemistry Graduate School of Science Hiroshima University 1-3-1 Kagamiyama Higashi-Hiroshima 739-8526;

Department of Chemistry Graduate School of Science Hiroshima University 1-3-1 Kagamiyama Higashi-Hiroshima 739-8526;

Department of Chemistry Graduate School of Science Hiroshima University 1-3-1 Kagamiyama Higashi-Hiroshima 739-8526;

Department of Chemistry Graduate School of Science Hiroshima University 1-3-1 Kagamiyama Higashi-Hiroshima 739-8526;

Department of Chemistry Graduate School of Science Hiroshima University 1-3-1 Kagamiyama Higashi-Hiroshima 739-8526;

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中图分类化学;化学工业;
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1. The Julia-Colonna Asymmetric Epoxidation Reaction of Chalcone Catalyzed by Length Defined oligo-L-leucine:Importance of the N-Terminal Functional Group and Helical Straucture of the Catalyst in the Asymmetric Induction [J] . Ryukichi Takagi, Toshiki Manabe, Akiko Shiraki, Bulletin of the Chemical Society of Japan . 2000,第9期

机译：通过长度定义的寡核苷酸催化的Chalcone的julia-colonna不对称环氧化反应：N-末端官能团和催化剂在不对称诱导中的螺旋舰艇的重要性
2. Julia-Colonna asymmetric epoxidation reactions under non-aqueous conditions: Rapid, highly regio- and stereo-selective transformations using a cheap, recyclable catalyst [J] . Allen JV., Griffiths MJ., Mukherjee S., Journal of the Chemical Society, Perkin Transactions 1 . 1998,第19期

机译：非水条件下的Julia-Colonna不对称环氧化反应：使用廉价的可回收催化剂进行快速，高度区域和立体选择性转化
3. Development of the Julia-Colonna Asymmetric Epoxidation Reaction: Part 1. Preparation and Activation of the Polyleucine Catalyst [J] . Sylvia Baars, Karl-Heinz Drauz, Hans-Peter Krimmer, Organic process research & development . 2003,第4期

机译：Julia-Colonna不对称环氧化反应的发展：第1部分。聚亮氨酸催化剂的制备和活化
4. Stabilized α-Helical Peptide-Catalyzed Asymmetric Epoxidation of Ghalcone Derivatives [C] . Masakazu Tanaka, Masanobu Nagano, Mitsunobu Doi Japanese peptide symposium . 2011

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5. New asymmetric epoxidation reactions enabled by chiral metalbishydroxamic acid catalysts. [D] . Li, Zhi. 2011

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6. Asymmetric Catalysis Special Feature Part I: Rhodium-catalyzed asymmetric ring opening reactions of oxabicyclic alkenes: Catalyst and substrate studies leading to a mechanistic working model [O] . Mark Lautens, Keith Fagnou 2004

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The Julia-Colonna Asymmetric Epoxidation Reaction of Chalcone Catalyzed by Length Defined oligo-L-leucine:Importance of the N-Terminal Functional Group and Helical Straucture of the Catalyst in the Asymmetric Induction

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