Application of the intramolecular magnesium-ene reaction to the stereocontrolled total syntheses of (±)-12-acetoxysinularene and (±)-5-epi-12-acetoxysinularene

Article Article scientifique Lettre Application of the intramolecular magnesium-ene reaction to the stereocontrolled total syntheses of (±)-12-acetoxysinularene and (±)-5-epi-12-acetoxysinularene eng 1984 author Von Oppolzer Wolfgang 25270 author Begley Tadhg author Ashcroft Alison Elisabeth 73882 825-828 10.1016/S0040-4039(01)80037-X 0040-4039 https://linkinghub.elsevier.com/retrieve/pii/S004040390180037X <p>The sesquiterpene (±)-12-acetoxysinularene (1) and its C(5)-epimer (13) were each synthesized stereoselectively from the norbornyl-iodoacetal 7 in 5% and 7% overall yields. The critical step (10) → (11) involves the regio- and stereoselective “magnesium-ene” reaction (6) → (5).</p> Dewey 540 36 Département de chimie organique 141 false Tetrahedron letters 25 8 d25b3eed-e9bb-4246-8c0d-32a9b1b51d3f Article (Published version) Restricted Oppolzer_TL_198425825.pdf 1536016 application/pdf 7439bd8c0a205426b35ec010fd11e62b546be36eaacb543e650c76387f6bdb28 restrictedAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

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Application of the intramolecular magnesium-ene reaction to the stereocontrolled total syntheses of (±)-12-acetoxysinularene and (±)-5-epi-12-acetoxysinularene	Tetrahedron letters			1984	79	0

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Ashcroft, Alison Elisabeth