Tri-n-butyltin Hydride as Reagent in Organic Synthesis

The frequently overlooked importance of solvent in free radical syntheses

“…(ii) Tin hydride reductions 40,41 The reduction of organic halides, RX, by organotin hydrides, r 3 SnH, was recognized to occur by a chain reaction roughly fifty years ago. [42][43][44] The mechanism was formulated more or less as shown in Scheme 12.…”

Synthesis and Herbicidal Activity of Hydantocidin Analogues: Modification of the Carbonyl Groups in Spirohydantoin

“…mp (10). A mixture of spiroimidazolinone 9 (50mg, 0.12mmol) and Dowex 50W (H+ form, 0.25g) in methanol (2.5 ml) and water (1.5 ml) was heated at 80°C for 90 min.…”

Steric trends and kinetic parameters for radical reductions involving alkyldiphenyltin hydrides

“…[23][24][25][26] To date, however, chiral stannanes have returned only moderate levels of enantioselectivity during free-radical reactions. 26 During this time, we have been engaged in work directed towards the development of homolytic substitution methods for use in synthesis.…”