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On the Stereochemistry of Conjugate Addition. I. Addition to Δ 1,9 -2-Octalone

✍ Scribed by Meyer, Walter L.; Schnautz, Norman G.

Book ID
127355555
Publisher
American Chemical Society
Year
1962
Tongue
English
Weight
606 KB
Volume
27
Category
Article
ISSN
0022-3263

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Easy conjugate additions to Δ1(9)-octal-
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## Conjugate additions of Zithiated arylacetonitriles to 2-octaZones give good yields of cis-decalone products. Z'he stereochemistry of the adducts is determined by 13 C NMR spectroscopy. Conjugate additions of enolates2, 3 4 cuprates , allylsilanes and aluminum or zirconium acetylides (via nick

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## Abstract Regioselectivities in Michael‐type reactions of organoaluminium and organotitanium reagents with sterically hindered carbonyl compounds 1 and 5 concerning 1,2‐ versus 1,4‐addition were determined. Throughout this investigation Me~3~Al/cat. Ni(acac)~2~ was found to be the most useful rea