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ChemInform Abstract: Competitive Rearrangements of Alkylacetoxycarbenes.

✍ Scribed by R. A. MOSS; S. XUE; W. MA; H. MA

Publisher
John Wiley and Sons
Year
2010
Weight
26 KB
Volume
28
Category
Article
ISSN
0931-7597

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πŸ“œ SIMILAR VOLUMES

Competitive rearrangements of alkylaceto
Competitive rearrangements of alkylacetoxycarbenes
✍ Robert A Moss; Song Xue; Wei Ma; Huarong Ma πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 205 KB

The signature intramolecular reaction of an acyloxycarbene is 1,2-acyl migration to give a 1,2-dione; the 1,2-acetyl shift of phenylacetoxycarbene (1) to dione 2 (kAc = 1.3 x 105 s -l) is an archetypal example. ~-3 The analogous benzoyl shift of phenylbenzoyloxycarbene (3) to benzil occurs with kph

Structure-reactivity dependence in the r
Structure-reactivity dependence in the rearrangements of a family of alkylacetoxycarbenes
✍ Robert A. Moss; Dina C. Merrer πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 237 KB

Intramolecular 1,2-H shifts of alkyl or alkylchlorocarbenes are often very rapid making it difficult to relate structure with reactivity in terms of absolute rate constants. For example, k H in hydrocarbon solvents at 25 Β°C for Me2CHCCI, PhCH(Me)CC1, or EtCC1 exceeds l0 s s-~, 1' 2 while k, for PhCH