𝔖 Bobbio Scriptorium
✦   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

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

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