Total Synthesis of (±)-α-Acoradiene <i>via</i> Intramolecular Photoaddition and Reductive Cyclobutane Cleavage

Von Oppolzer, Wolfgang; Zutterman, Freddy G.-A.; Bättig, Kurt

doi:10.1002/hlca.19830660213

Scientific article

English

Total Synthesis of (±)-α-Acoradiene via Intramolecular Photoaddition and Reductive Cyclobutane Cleavage

ContributorsVon Oppolzer, Wolfgang; Zutterman, Freddy G.-A.; Bättig, Kurt

Published inHelvetica chimica acta, vol. 66, no. 2, p. 522-533

Publication date1983-03-16

First online date2004-10-25

Abstract

(±)-α-Acoradiene (4) has been synthesized from 3-methoxy-2-cyclohexenone by a sequence of 8 steps. The key steps (Scheme 6) are the regio- and stereoselective photo[2+2]addition 7→6 and the reductive fragmentation 6→5.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

VON OPPOLZER, Wolfgang, ZUTTERMAN, Freddy G.-A., BÄTTIG, Kurt. Total Synthesis of (±)-α-Acoradiene via Intramolecular Photoaddition and Reductive Cyclobutane Cleavage. In: Helvetica chimica acta, 1983, vol. 66, n° 2, p. 522–533. doi: 10.1002/hlca.19830660213

Article (Published version)

Identifiers

PID : unige:168191
DOI : 10.1002/hlca.19830660213

Additional URL for this publicationhttps://onlinelibrary.wiley.com/doi/10.1002/hlca.19830660213

Journal ISSN0018-019X

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Total Synthesis of (±)-α-Acoradiene via Intramolecular Photoaddition and Reductive Cyclobutane Cleavage

(±)-α-Acoradiene (4) has been synthesized from 3-methoxy-2-cyclohexenone by a sequence of 8 steps. The key steps (Scheme 6) are the regio- and stereoselective photo[2+2]addition 7→6 and the reductive fragmentation 6→5.

Technical informations