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

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Russian Chemical Bulletin Pub Date : 2024-09-19 DOI:10.1007/s11172-024-4346-z

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

摘要

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

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.

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来源期刊

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.