The first non-symmetrically substituted conjugates of bispidine with monoterpenoids and amino acids. Synthesis and application for catalysis of addition of diethylzinc to aldehydes

IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
K. Yu. Ponomarev, E. S. Mozhaitsev, N. S. Li-Zhulanov, A. A. Okhina, A. A. Nefedov, A. D. Rogachev, E. V. Suslov, A. I. Dalinger, S. Z. Vatsadze, K. P. Volcho, N. F. Salakhutdinov
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引用次数: 0

Abstract

A series of bispidine conjugates bearing monoterpene moieties and either l-proline or l-phenylalanine residues was synthesized. The synthesized bispidines can catalyze asymmetric ethylation of benzaldehydes with diethylzinc. The highest enantioselectivity of the addition reaction (ee 24%) was achieved for bispidine with (–)-α-pinene and Boc-l-proline moieties.

双脒与单萜和氨基酸的第一种非对称取代共轭物。二乙基锌的合成及其在醛加成催化中的应用
我们合成了一系列含有单萜分子和 l-脯氨酸或 l-苯丙氨酸残基的双脒共轭物。合成的双脒能催化苯甲醛与二乙基锌的不对称乙基化反应。具有 (-)-α蒎烯和叔丁氧羰基-l-脯氨酸的双脒在加成反应中实现了最高的对映选择性(ee 24%)。
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来源期刊
Russian Chemical Bulletin
Russian Chemical Bulletin 化学-化学综合
CiteScore
2.70
自引率
47.10%
发文量
257
审稿时长
3-8 weeks
期刊介绍: Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.
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