Lanthanide NMR shift reagents and stereochemical assignments. Stereochemistry in the reduction of 6-dicyanomethylidene and 6-(1-cyanoethylidene) derivatives of the cis-8a-methyl-1-decalone

P. Camps, R. M. Ortuño, F. Serratosa

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7 Citations (Scopus)

Abstract

Condensation of cis-decalone 3 with malononitrile and 2-diethylphosphonopropionitrile gives the corresponding 6-dicyanomethylidene and 6-(1-cyanoethylidene) derivatives (4 and 7), which upon reduction afford mixtures of diastereosiomeric products. The stereochemical assignments were made on the bais of NMR shift studies in the presence of Eu(FOD)3. © 1976.
Original languageEnglish
Pages (from-to)2583-2587
JournalTetrahedron
Volume32
Issue number21
DOIs
Publication statusPublished - 1 Jan 1976

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