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Isochroman-3-ones ones via site-selective ring opening of benzocyclobutenones promoted by lithium tetramethylpiperidide and reaction with aromatic aldehydes

DOI: 10.1016/S0040-4039(97)10369-0

Source and publish data:

Tetrahedron Letters p. 8985 - 8988 (1997)

Update date:2022-08-11

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Authors:

Matsumoto, TakashiMatsumoto, Takashi

Hamura, ToshiyukiHamura, Toshiyuki

Kuriyama, YokusuKuriyama, Yokusu

Suzuki, KeisukeSuzuki, Keisuke

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Article abstract of DOI:10.1016/S0040-4039(97)10369-0

In the presence of Li-TMP and an aromatic aldehyde, benzocyclobutenone undergoes an unusual heterolytic C(1)-C(4) bond fission, and subsequent reaction with the aldehyde gives, after acidic workup, isochroman-3-one in high yield.

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Full text of DOI:10.1016/S0040-4039(97)10369-0

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