Thiocrown Ether Additive Effects on Diastereoselectivity of the Lipase-Catalyzed Reaction: Preparation of Optically Active 3-Hydroxy-2-methylalkanenitriles through a Double Enzymatic Reaction Strategy

Koichi Mitsukura; Hiroko Choraku; San Thi Da; Toshiyuki Itoh

首页> 外文期刊>Bulletin of the Chemical Society of Japan >Thiocrown Ether Additive Effects on Diastereoselectivity of the Lipase-Catalyzed Reaction: Preparation of Optically Active 3-Hydroxy-2-methylalkanenitriles through a Double Enzymatic Reaction Strategy

【24h】

Thiocrown Ether Additive Effects on Diastereoselectivity of the Lipase-Catalyzed Reaction: Preparation of Optically Active 3-Hydroxy-2-methylalkanenitriles through a Double Enzymatic Reaction Strategy

机译：硫代冠醚添加剂对脂肪酶催化反应的非对映选择性的影响：通过双重酶促反应策略制备旋光的3-羟基-2-甲基链烷腈

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

The additive effect on diastereoselectivity towards the lipase-catalyzed hydrolysis of acetates of 3-hydroxy-2-methyl-or 3-hydroxy-2-ethylalkanenitriles has been investigated. Diastereoselectivity was not influenced by thiocrown ether additives, although a significant modification of enantioselectivity was observed. Origin of the diastereoselectivity of the lipase-catalyzed reaction was thus evidently different from that of enantioselectivity. Based on these results, an easy preparation of optically active 3-hydroxy-2-methylpentanenitrile and 3-hydroxy-2-methylbutanenitrile have been demonstrated through lipase-catalyzed reaction by a double enzymatic reaction strategy.

机译：已经研究了对3-羟基-2-甲基或3-羟基-2-乙基链烷腈的乙酸酯的脂肪酶催化水解的非对映选择性的累加效应。尽管观察到对映选择性有显着变化，但非对映选择性不受硫冠醚添加剂的影响。因此，脂肪酶催化反应的非对映选择性的起源与对映选择性明显不同。基于这些结果，通过脂肪酶催化的双重酶促反应策略证明了容易制备旋光的3-羟基-2-甲基戊腈和3-羟基-2-甲基丁腈。

著录项

来源
《Bulletin of the Chemical Society of Japan》 |1999年第7期|共7页
作者
Koichi Mitsukura; Hiroko Choraku; San Thi Da; Toshiyuki Itoh;
展开▼
作者单位

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类化学;化学工业;
关键词

相似文献

外文文献
中文文献
专利

1. Thiocrown Ether Additive Effects on Diastereoselectivity of the Lipase-Catalyzed Reaction: Preparation of Optically Active 3-Hydroxy-2-methylalkanenitriles through a Double Enzymatic Reaction Strategy [J] . Koichi Mitsukura, Hiroko Choraku, San Thi Da, Bulletin of the Chemical Society of Japan . 1999,第7期

机译：硫代冠醚添加剂对脂肪酶催化反应的非对映选择性的影响：通过双重酶促反应策略制备旋光的3-羟基-2-甲基链烷腈
2. CROWN ETHERS AS REGULATORS OF ENZYMATIC REACTIONS - ENHANCED REACTION RATE AND ENANTIOSELECTIVITY IN LIPASE-CATALYZED HYDROLYSIS OF 2-CYANO-1-METHYLETHYL ACETATE [J] . Itoh T., Murakami T., Hiyama Y., The Journal of Organic Chemistry . 1996,第6期

机译：冠醚作为酶反应的调节剂-脂肪酶催化2-氰基-1-甲基乙酸乙酯的水解反应中增强的反应速率和对映选择性
3. Thiacrown ether technology in lipase-catalyzed reaction: scope and limitation for preparing optically active 3-hydroxyalkanenitriles and application to insect pheromone synthesis [J] . Toshiyuki Itoh, Koichi Mitsukura, Wipa Kanphai The Journal of Organic Chemistry . 1997,第26期

机译：硫酮冠醚技术在脂肪酶催化反应中的应用：制备旋光性3-羟基链烯腈的范围和局限性及其在昆虫信息素合成中的应用
4. Study of microwave effects for reactions; microwave affected reaction molecules selectively for an enzymatic reaction [C] . Izuru Nagashima, Tomomi Sakuta, Jun-Ichi Sugiyama, Progress In Electromagnetic Research Symposium . 2016

机译：研究微波对反应的影响；微波影响的反应分子选择性地进行酶促反应
5. Progress toward the synthesis of beta-branched Baylis-Hillman adducts via diastereoselective allenolate addition, and, Direct functionalization of tetrahydrofuran and other ethers with trimethylsilylketene, and, Synthesis and reactions of (eta6-phenyltricarbonylchromium)diazomethane. [D] . Rabbat, Christopher Joseph. 2006

机译：通过非对映选择性烯丙基酯加成合成β-支链Baylis-Hillman加合物的进展，以及四氢呋喃和其他醚与三甲基甲硅烷基烯酮的直接官能化，以及（eta6-苯基三羰基铬）重氮甲烷的合成和反应。
6. Diastereoselective Diels–Alder Reactions of N-Sulfonyl-1-aza-13-butadienes With Optically Active Enol Ethers: An Asymmetric Variant of the 1-Azadiene Diels–Alder Reaction [O] . Ryan C. Clark, Steven S. Pfeiffer, Dale L. Boger -1

机译：N-磺酰基-1-氮杂-13-丁二烯与光学活性烯醇醚的非对映选择性Diels-Alder反应：1-Azadiene Diels-Alder反应的不对称变化
7. Diastereoselective Diels−Alder Reactions ofN-Sulfonyl-1-aza-1,3-butadienes with Optically Active Enol Ethers: An Asymmetric Variant of the 1-Azadiene Diels−Alder Reaction [O] . Ryan C. Clark, Steven S. Pfeiffer, Dale L. Boger 2006

机译：具有光学活性烯醇醚的Nn-磺酰基-1-AZA-1,3-丁二烯的非对映选择性Diels-Alder反应：1-氮二烯Diels-桤木反应的不对称变体
8. [Space environment analyses, human performance studies, and gravitational field effects on enzymatic reactions] [R] . Dale, E. B., et al. 1965

机译：[空间环境分析，人类表现研究和重力场对酶促反应的影响]

Thiocrown Ether Additive Effects on Diastereoselectivity of the Lipase-Catalyzed Reaction: Preparation of Optically Active 3-Hydroxy-2-methylalkanenitriles through a Double Enzymatic Reaction Strategy

摘要

著录项

相似文献

相关主题

期刊订阅