Women Students-Medical Studies & Sciences Sections, Chemistry Department, College of Science, King Saud University, Riyadh, KSA, P.O. Box 22452, Riyadh 11495, Saudi Arabia.
Molecules. 2012 Apr 10;17(4):4300-12. doi: 10.3390/molecules17044300.
The multicomponent reaction (MCR) of aromatic aldehydes 1 and malononitrile (2) with active methylenes 5a-h in the presence of L-proline produced pyrans and thiopyrans 6a-h stereospecifically and in good yields. Moreover a novel MCR of ethyl propiolate (8) with 1 and 2 in the presence of L-proline to afford (R)-polysubstituted pyran is also reported. X-ray structures, e.e. and optical activity of the synthesized compounds indicated that L-proline as a catalyst is responsible for the observed enantioselectivity in the studied reactions.
在 L-脯氨酸存在下，芳香醛 1 和丙二腈 (2) 与活泼亚甲基 5a-h 的多组分反应 (MCR) 立体特异性地以良好的收率生成吡喃和噻吩 6a-h。此外，还报道了在 L-脯氨酸存在下，丙炔酸乙酯 (8) 与 1 和 2 的新型 MCR 以得到 (R)-多取代吡喃。合成化合物的 X 射线结构、ee 值和光学活性表明，L-脯氨酸作为催化剂负责研究反应中观察到的对映选择性。
