Tetrahedron p. 9999 - 10010 (1996)
Update date:2022-09-26
Topics:
Tori, Motoo
Ikawa, Masayo
Sagawa, Tetsuya
Furuta, Hirosuke
Sono, Masakazu
Asakawa, Yoshinori
Isovalerenenol (2) was synthesized using intramolecular aldol and hydrogenation reactions of the corresponding hydrindenone derivative. The hydrogenation afforded exclusively one desired product, while the other isomer gave several products, whose structures were determined by spectroscopic methods as well as base treatments. The introduction of α,β-unsaturated aldehyde was accomplished by the Grignard reaction using vinyl magnesium bromide and oxidative allyl alcohol rearrangement.
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