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Steric control in the base catalysed H-D exchange of an α,β-unsaturated ketone

✍ Scribed by Bruce A.W. Coller; W. Roy Jackson; Anna Stragalinou; Jűrgen U.G. Strauss

Book ID
104244776
Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
128 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis

For the base catalysed H-D exchange of the equatorial hydrogen and the axial hydrogen in 4-t-butyl-1-acetylcyclohex-l-ene

(1) in CH30D containing CH30Na, keq/kax is 3.8:1. This is clearly a result of steric rather than stereoelectronic factors.

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Bipyridyl-based diphosphine as an effici
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✍ Qian Shi; Lijin Xu; Xingshu Li; Xian Jia; Ruihu Wang; Terry T.-L. Au-Yeung; Albe 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 144 KB

Reactions of a,b-unsaturated ketones with excess arylboronic acids in the presence of a rhodium catalyst generated in situ from Rh(acac)(C 2 H 4 ) and (S)-P-Phos in dioxane/water at 100°C gave high yields of the corresponding products in up to 99% ee.