𝔖 Bobbio Scriptorium
✦   LIBER   ✦

The reaction of trialkylstannylmethyllithium with α,β-epoxy ketones. A preparative method of β, γ-unsaturated ketones by homologation of α, gb-unsaturated ketones

✍ Scribed by Tadashi Sato; Toshihiro Kikuchi; Norio Sootome; Eigoro Murayama


Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
224 KB
Volume
26
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


a,@-Epoxy ketones 2_, upon treatment with two equivalents of trialkylstannylmethyllithium 1, afforded cyclopropanols 2 as a single product in acyclic system, and a mixture of cyclopropanols 2 and methylene 1,2-diols 2 in cyclic system. Under acidic conditions, the cyclopropanols gave p,y-unsaturated ketones 5 in good yields.


📜 SIMILAR VOLUMES


Synthesis of α-iodo-α,β-unsaturated keto
✍ Asaf Alimardanov; Ei-ichi Negishi 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 262 KB

Treatment of c~-silyl-cc,[~-unsaturated enones, readily preparable as regio-and stereodefined compounds in high yields, with either 2 equiv, oflCl or one equiv, each oflC1 and A1C13 provides the corresponding cc-iodo-a,[3unsaturated enones in high yields.

Reaction of organotin hydrides with α,β-
✍ A.J. Leusink; J.G. Noltes 📂 Article 📅 1966 🏛 Elsevier Science 🌐 French ⚖ 214 KB

The reaction of a,fMuwsturated aldehydes and ketones with organotin hydrides have been studied intensively by Kuivils and Beumel 1,2 and by Valade and Pereyre 394. Where88 in the first reports on thin subject '9295 selective reduotion of the oarbonyl function (1) wae the only reaction observed, it h