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Easy conjugate additions to Δ1(9)-octal-2-one and its 10-methyl derivative

✍ Scribed by Marie-Claude Roux-Schmitt; Jacqueline Seyden-Penne; G.Vernon Baddeley; Ernest Wenkert

Book ID
104241685
Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
159 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 nickel catalysis) 5 to A'(9) -octal-2-ones (I) are known to take place generally with poor to moderate yield, especially in the case of IO-methylated compounds (e.g.E).

📜 SIMILAR VOLUMES

Regioselectivities in the catalyzed conj
Regioselectivities in the catalyzed conjugate addition of organoaluminium and organotitanium reagents to sterically hindered enones: Investigation of the methylation of 10β-methyl-Δ1,9-2-octalones
✍ Kabbara, Jazid ;Flemming, Steffen ;Nickisch, Klaus ;Neh, Harribert ;Westermann, 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 600 KB

## 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