Conformational preferences dominate electronic influences in governing regioselectivity for catalytic C-H insertion reactions of diazoacetoacetamides and allow the construction of fl-lactams by insertion a and f3 to an ester functional group. We have recently reported a new methodology for the synt
✦ LIBER ✦
Highly selective γ-lactone syntheses by intramolecular carbenoid carbon-hydrogen insertion in rhodium(II) carboxylate and rhodium(II) carboxamide catalyzed reactions of diazo esters
✍ Scribed by Michael P. Doyle; Vahid Bagheri; Matthew M. Pearson; John D. Edwards
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 251 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Rhodium(k) acetate and rhodium(h) acetamide catalyzed decomposition of diazo esters forms "I-lactones in high yield and with exceptionally high regio-and diastereoselectivity.
📜 SIMILAR VOLUMES
Conformational and electronic preference
✍
Michael P. Doyle; Jack Taunton; Hoan Q. Pho
📂
Article
📅
1989
🏛
Elsevier Science
🌐
French
⚖ 256 KB
Enantiocontrol and regiocontrol in lacta
✍
Michael P. Doyle; Marina N. Protopopova; William R. Winchester; Kirsten L. Danie
📂
Article
📅
1992
🏛
Elsevier Science
🌐
French
⚖ 243 KB
Dirhodium(ll) catalysts possessing chiral pyrrolidone or oxazolidinone ligands provide moderate enantioconfrol (up to 80% ee) in carbon-hydrogen insertion reactions of N-alkyl-N-(tert -butyl)diazoacetamides; substituents at the P-position of the N-alkyl group control regioselectivity for p-and ylact