三亚乙基二胺介导的α,β-不饱和酯替代物与4-硝基-5-苯乙烯基异恶唑的不对称[4+2]环加成反应。
Trienamine-mediated asymmetric [4+2]-cycloaddition of α,β-unsaturated ester surrogates applying 4-nitro-5-styrylisoxazoles.
作者信息
Li Yang, López-Delgado Francisco Javier, Jørgensen Danny Kaare Bech, Nielsen Rune Pagh, Jiang Hao, Jørgensen Karl Anker
机构信息
Center for Catalysis, Department of Chemistry, Aarhus University, Langelandsgade 140, DK-8000 Aarhus C, Denmark.
出版信息
Chem Commun (Camb). 2014 Dec 25;50(99):15689-91. doi: 10.1039/c4cc08171d. Epub 2014 Nov 6.
PMID:25373596
Abstract
Highly enantioselective organocatalytic [4+2]-cycloaddition of in situ generated trienamines with 4-nitro-5-styrylisoxazoles as α,β-unsaturated ester surrogates is presented. The synthetic utility of this strategy is demonstrated by transforming the formed cycloadducts into optically active carboxylates.
摘要
本文报道了原位生成的三烯胺与作为α,β-不饱和酯替代物的4-硝基-5-苯乙烯基异恶唑的高度对映选择性有机催化[4+2]环加成反应。通过将形成的环加成产物转化为光学活性羧酸盐，证明了该策略的合成实用性。
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