
Tetrahedron p. 4905 - 4918 (1992)
Update date:2022-07-30
Topics:
Shastri, Mayank H.
Dev, Sukh
Longipinene on exposure to acids rapidly rearranges to furnish α- and β-himachalenes, longifolene and isolongifolene. Longipinene epoxide, under acid catalysis, gives several products resulting from fragmentation and Wagner-Meerwein rearrangement. All products have been fully characterised. Formation of isocentdarol in this reaction requires revision of its stereochemistry at the centre carrying tertiary hydroxyl function.
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