d -果糖基双功能伯胺-硫脲有机催化剂的合成及其在不对称反应中的应用

Q3 Chemistry

Chemistry Pub Date : 2023-10-23 DOI:10.3390/chemistry5040156

Samson Lalhmangaihzuala, Vanlalngaihawma Khiangte, Zathang Laldinpuii, Lal Nunnemi, Joute Malsawmsanga, Gospel Lallawmzuali, Thanhming Liana, Chhakchhuak Lalhriatpuia, Zodinpuia Pachuau, Khiangte Vanlaldinpuia

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引用次数: 0

摘要

制备了一类具有d -果糖支架和伯胺基的新型双功能硫脲有机催化剂。在本研究中，新型有机催化剂在室温下对取代的硝基烯烃的脂肪族酮和1,3-二酮的不对称Michael加成反应表现出优异的对映选择性和中等的非对映选择性。此外，还研究了在糖硫脲有机催化剂的存在下，环脂肪酮与芳香醛之间的直接不对称醛醇反应，收率高，对映选择性适中。

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Synthesis of D-Fructose-Based Bifunctional Primary Amine-Thiourea Organocatalysts and Their Applications in Asymmetric Reactions

The preparation of a new class of six bifunctional thiourea organocatalysts having a D-fructose scaffold and a primary amino group was demonstrated. In the present study, the novel organocatalysts exhibited excellent enantio- and moderate diastereoselectivities in the asymmetric Michael addition of aliphatic ketones and 1,3-diketone to substituted nitroolefins at room temperature. In addition, the direct asymmetric aldol reaction between cyclic aliphatic ketone and aromatic aldehydes was also studied in the presence of the saccharide-thiourea organocatalysts giving excellent yield with moderate enantioselectivity.

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来源期刊

Chemistry

CiteScore

2.50

自引率

0.00%

发文量

审稿时长

11 weeks

期刊介绍： Chemistry—A European Journal is a truly international journal with top quality contributions (2017 ISI Impact Factor: 5.16). It publishes a wide range of outstanding Reviews, Minireviews, Concepts, Full Papers, and Communications from all areas of chemistry and related fields.