Reaction of organotin hydrides with α,β-unsaturated ketones

✍ Scribed by A.J. Leusink; J.G. Noltes

• Publisher: Elsevier Science
• Year: 1966
• Tongue: French
• Weight: 214 KB
• Volume: 7
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)72405-1

✦ Synopsis

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 has been shown more reoently 3 that the reaotion of organotin monohydrides with mesityl oxide take6 o different aouzee. Triphenyltin hydride wae found to reduce the oarbon-oarbon double bond (2), whereas tributyltin hydride, under the influenoe of U.V.-irradiation, yielded mainly the 1,4-adduot (3). H HH \

(3) While our investigationa of the resotion of organotin hydride8 with oarbonyl derivative8 were in progreor, it wu reported in a reoent study 4 that reactions of triphenyl-and tributyl-tin hydride with.8 series of a,p-unsaturated aldehydee and ketonee followed l xolusively pathweye (2) and (3), respeotively. Some