Organocatalytic
Asymmetric Dearomative Spirocyclization/Oxa-Michael
Addition Sequence: Synthesis of Polycyclic Tetralones
Posted on 2024-04-03 - 13:38
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 ortho-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.
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Meher, Ramji; Pan, Subhas Chandra (1753). Organocatalytic
Asymmetric Dearomative Spirocyclization/Oxa-Michael
Addition Sequence: Synthesis of Polycyclic Tetralones. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.4c00781
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