REARRANGEMENT APPROACHES TO CYCLIC SKELETONS. V. FORMAL BRIDGEHEAD SUBSTITUTION OF 1-METHOXYBICYCLONON-6-EN-2-ONES AND ITS APPLICATION TO A TOTAL SYNTHESIS OF (+/-)-WIDDROL

DOI: 10.1016/S0040-4020(01)87741-3

Source and publish data:

Tetrahedron p. 5605 - 5620 (1987)

Update date:2022-08-04

Topics:

Authors:

Uyehara, Tadao

Yamada, Jun-Ichi

Furuta, Toshiaki

Kato, Tadahiro

Yamamoto, Yoshinori

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Article abstract of DOI:10.1016/S0040-4020(01)87741-3

The C-1 methoxy group of bicyclo<3.2.2>non-6-en-2-ones is replaced by alkyl, alkenyl, and aryl groups or hydrogen with inversion of the absolute configuration via the two-step sequence consists of Grignard reaction or reduction of the carbonyl followed by

Full text of DOI:10.1016/S0040-4020(01)87741-3

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Product name:1-methoxy-5-methyl-endo-2-phenylbicyclo<3.2.2.>non-6-en-exo-2-ol

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