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

doi:10.1016/0040-4020(76)88031-3

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

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

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 language	English
Pages (from-to)	2583-2587
Journal	Tetrahedron
Volume	32
Issue number	21
DOIs	https://doi.org/10.1016/0040-4020(76)88031-3
Publication status	Published - 1 Jan 1976

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title = "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",

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. {\textcopyright} 1976.",

author = "P. Camps and Ortu{\~n}o, {R. M.} and F. Serratosa",

year = "1976",

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doi = "10.1016/0040-4020(76)88031-3",

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journal = "Tetrahedron",

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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. / Camps, P.; Ortuño, R. M.; Serratosa, F.

In: Tetrahedron, Vol. 32, No. 21, 01.01.1976, p. 2583-2587.

Research output: Contribution to journal › Article › Research › peer-review

TY - JOUR

T1 - 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

AU - Camps, P.

AU - Ortuño, R. M.

AU - Serratosa, F.

PY - 1976/1/1

Y1 - 1976/1/1

N2 - 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.

AB - 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.

U2 - 10.1016/0040-4020(76)88031-3

DO - 10.1016/0040-4020(76)88031-3

M3 - Article

VL - 32

SP - 2583

EP - 2587

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 21

ER -

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

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