Stereoselective synthesis of cis-decalins via Diels–Alder and double Michael addition of substituted Nazarov reagents
- 1 May 1992
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 70 (5) , 1406-1426
- https://doi.org/10.1139/v92-179
Abstract
The base-catalyzed cycloaddition and double Michael cyclization of substituted Nazarov reagents and of 1-phenylsulfinyl analogs, with 2-carbomethoxy-2-cyclohexen-1-one 1 yielding cis-decalins is reported. The reaction is highly stereoselective affording cis,cis- or cis, trans-decalins. Mechanistic aspects are briefly discussed.Keywords
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