Synthesis of Novel Optically Active Tin Hydrides Containing Chiral Ligands

✍ Scribed by Schwarzkopf, Kay ;Metzger, Jürgen O. ;Saak, Wolfgang ;Pohl, Siegfried

• Publisher: Wiley (John Wiley & Sons)
• Year: 1997
• Tongue: English
• Weight: 907 KB
• Volume: 130
• Category: Article
• ISSN: 0009-2940
• DOI: 10.1002/cber.19971301030

✦ Synopsis

The synthesis of the chiral tin bromides 1-4 and hydrides 5 -8 , containing the potentially bidentate, optically active 2-

phenyl ligands, is reported. The tin hydrides 5-8, with the tin atom as the stereogenic centre, were isolated as diastereomeric mixtures with diastereomeric ratios of dr = 5050 up to dr = 80:20. The absolute configuration of (-1 -( 1S)-1 -(2-bromophenyl) -2,2-dirnethylpropylaminc [(S)-101 was determined by single-crystal X-ray structure analysis. * r N M e 2 */NMe2 Ph 5 -8 Ph Scheme 3. Synthesis of the amine (5)-12 9 I.+ HC02NH4 2. +HCI 9 a2 % 10 L-(-)-rnalic acid 92 % 10 -(S)-I0 KNMe2 + HCOOH. CH20 (S)-10 -95 % (S)-12