A NOVEL SKELETAL REARRANGEMENT OF BICYCLO(2.2.2)OCTENES THROUGH BICYCLO(3.2.1)OCTENE SYSTEM: SYNTHESIS OF (+/-)-HINESOL AND (+/-)-10-epi-HINESOL

DOI: 10.1016/0040-4039(88)85097-4

Source and publish data:

Tetrahedron Letters p. 3105 - 3108 (1988)

Update date:2022-07-30

Topics:

Authors:

Rao, G.S.R. Subba

Janaki, Seenivasaga N.

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Article abstract of DOI:10.1016/0040-4039(88)85097-4

Acid catalysed rearrangement of the endo-alcohol (9) leads to the ketones (11) and (12) having the bicyclo(3.2.1) and bicyclo(2.2.2) moieties.An efficient entry into spiro(4,5)decane and eremane system, as exemplified by the total synthesis of (+/-)-hinesol (2) and its 10-epimer (3) is reported.

Full text of DOI:10.1016/0040-4039(88)85097-4

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