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膦催化的丙二烯酸酯与 C,N-环亚甲胺的对映选择性[4 + 3]环化反应：基于喹唑啉的三环杂环的合成。

Phosphine-Catalyzed Enantioselective [4 + 3] Annulation of Allenoates with C,N-Cyclic Azomethine Imines: Synthesis of Quinazoline-Based Tricyclic Heterocycles.

机构信息

Department of Applied Chemistry, China Agricultural University , Beijing 100193, P. R. China.

Institute of High Energy Physics, Chinese Academy of Science , Beijing 100049, P. R. China.

出版信息

Org Lett. 2016 Nov 4;18(21):5644-5647. doi: 10.1021/acs.orglett.6b02885. Epub 2016 Oct 21.

DOI:10.1021/acs.orglett.6b02885
PMID:27767321
Abstract

With the use of a commercially available chiral phosphine as the catalyst, the first catalytic enantioselective [4 + 3] annulation of allenoates with C,N-cyclic azomethine imines is developed. The reaction works efficiently under mild reaction conditions to afford seven-membered ring-fused quinazoline-based tricyclic heterocycles in high yields with good to excellent diastereo- and enantioselectivities.

摘要

在手性膦配体的催化下，首次实现了丙二酸盐与 C,N-环亚胺基烯酮的[4+3]环加成反应，该反应条件温和，以高产率、优异的非对映选择性和对映选择性得到了七元环稠合的基于喹唑啉的三环杂环化合物。

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