In continuation of the studies on synthetic applications of trialkyl-l-alkynylborates (I), " 2 the present paper discloses a novel reaction of I with oxiranes II affording non-isolable intermediates III, from which we have obtained r-hydroxyketones V, trisubstituted olefins VI, and a tetrasubstitute
Reaction of oxiranes with lithium: deoxygenation leading to olefins
โ Scribed by K.N. Gurudutt; B. Ravindranath
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 122 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Mono-, di-, tri-and tetra-substituted epoxide8 undergo facile deoxyge. nation yielding olefine when treated with lithium in tetrabydrofuran. Aliphatic epoxidee yield olefins with the same stereochemistry as the parent compound.
๐ SIMILAR VOLUMES
Selective deoxygenation of epoxides to olejins wing chlorotrimethylsilane and zinc can be accomplished via two distinct mechanistic pathways.
The dianion complex [Fe4S4(SC6Hs)4] 2-caused deoxygenation reaction of oxiran compounds to olefins in the presence of NaBH4. The reduced form [Fe4S4(SR)4] 3-was suggested as an active reductant in this reaction.