Synthesis of (±)-6-protoilludene and (±)-3-EPI-6-protoilludene by intramolecular magnesium-ene- and ketene/alkene addition reactions

Article Article scientifique Article Synthesis of (±)-6-protoilludene and (±)-3-EPI-6-protoilludene by intramolecular magnesium-ene- and ketene/alkene addition reactions eng 1986 author Von Oppolzer Wolfgang 25270 author Nakao Akio 79667 5471-5474 10.1016/S0040-4039(00)85240-5 0040-4039 https://linkinghub.elsevier.com/retrieve/pii/S0040403900852405 <p>The sesquiterpene (±)-6-protoilludene (1) and its C(3)-epimer 11 were synthesized from aldehyde 5. The key steps are a regio- and stereo-selective type-I-magnesium-ene reaction 4 → 3 and an intramolecular vinylketene/alkene addition 2 → 9a + 9b. Synthesis of (±)-6-protoilludene (1) <i>via</i> Mg-ene reaction 4 → 3 and ketene-addition 2 →9.</p> Dewey 540 36 Département de chimie organique 141 false Tetrahedron letters 27 45 c2f2be95-4982-4897-ab83-c9b1f5ac3d41 Article (Published version) Restricted Oppolzer_TL_1986275471.pdf 1681777 application/pdf Vignette Public 1-s2.0-S0040403900852405-gr1.gif 10407 image/gif restrictedAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Title	Published in	Access level	OA Policy	Year	Views	Downloads

Synthesis of (±)-6-protoilludene and (±)-3-EPI-6-protoilludene by intramolecular magnesium-ene- and ketene/alkene addition reactions	Tetrahedron letters			1986	210	0

Archive ouverte UNIGE

Nakao, Akio