Abstract
Chiral tin(IV) derivatives with two or three chiral centers adjacent to the metal (−)-Ment
2SnMe
2, (−)-Ment
2SnPh
2, (−)-Ment
3 SnCl, (−)-Ment
3SnH; (−)-Ment (1R, 2S, 5R)-1-chloro-5-methyl-2-isopropylcyclohexane, R
2Sn[CH(Me)(n-Hex)]
2 (R Bu or Ph) have been prepared either by the coupling of methylmagnesium chloride with tin halides or by the reaction of lithium stannates with optically active (2-octyl)tosylate. The stereospecificity of both processes was remarkably high, leading to new optically pure organotin reagents which have been fully characterized.