Meher Ramji, Pan Subhas Chandra
Department of Chemistry, Indian Institute of Technology Guwahati, North Guwahati, Assam 781039, India.
Org Lett. 2024 Apr 19;26(15):3179-3183. doi: 10.1021/acs.orglett.4c00781. Epub 2024 Apr 3.
Herein, an organocatalytic asymmetric dearomative spirocyclization/oxa-Michael addition sequence with a newly designed substrate having two naphthol motifs has been developed. The reaction proceeds through in situ chiral vinylidene -quinone methide (VQM) intermediate formation, dearomative spirocyclization of naphthol, and an oxa-Michael addition reaction. The densely functionalized tetralone products were formed in high yields with high diastereo- and enantioselectivities.
在此，我们开发了一种有机催化的不对称去芳构化螺环化/氧杂-Michael加成序列，该序列使用了一种新设计的具有两个萘酚基序的底物。反应通过原位形成手性亚乙烯基-醌甲基化物（VQM）中间体、萘酚的去芳构化螺环化以及氧杂-Michael加成反应进行。以高收率、高非对映选择性和对映选择性得到了功能密集的四氢萘酮产物。
