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有机催化合成2-氨基-8-氧代-5,6,7,8-四氢-4H-色烯-3-腈

Organocatalyzed synthesis of 2-amino-8-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitriles.

作者信息

Ding Derong, Zhao Cong-Gui

机构信息

Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-0698.

出版信息

Tetrahedron Lett. 2010 Mar 3;51(9):1322. doi: 10.1016/j.tetlet.2009.12.139.

DOI:10.1016/j.tetlet.2009.12.139
PMID:20161684
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2821098/
Abstract

2-Amino-8-oxo-tetrahydro-4H-chromene-3-carbonitriles were synthesized for the first time from a tandem Michael addition - cyclization reaction between cyclohexane-1,2-dione and benzylidenemalononitriles. An enantioselective synthesis of these compounds was achieved in moderate ee values (up to 63% ee) by using a cinchona alkaloid-derived thiouea catalyst.

摘要

首次通过环己烷-1,2-二酮与亚苄基丙二腈之间的串联迈克尔加成-环化反应合成了2-氨基-8-氧代-四氢-4H-色烯-3-腈。使用金鸡纳生物碱衍生的硫脲催化剂，以中等对映体过量值（高达63% ee）实现了这些化合物的对映选择性合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/103f/2821098/39429d811ac3/nihms169304f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/103f/2821098/07a041437bef/nihms169304f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/103f/2821098/39429d811ac3/nihms169304f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/103f/2821098/07a041437bef/nihms169304f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/103f/2821098/39429d811ac3/nihms169304f2.jpg

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