反應(yīng)機理
反應(yīng)實例
【Tet. Lett., 1998, 39, 4095】
Amino acid (7). To 1 (0.5 mmol) in 20 mL MeCN were added finely powdered K2CO3 (3 mmol), TBAHS (0.1 mmol), and α,α-dibromo-o-xylene 5 (0.5 mmol). The mixture was heated at 70–80℃，until 5 was consumed (TLC). Filtration, washing of the solid with MeCN, filtrate evaporation and chromatography afforded isocyanoester 6 (93%). To the latter (0.16 mmol) in 5 mL abs EtOH at r.t. wasadded a few drops of conc HCl and after a few hours stirring the solution was evaporated. The resultingHCl salt in H2O was washed with ether and NH4OH was added to the aq layer to pH 9–10. Extractionwith EA and workup gave 7 (90%).
【J. Org. Chem., 2000, 65, 1359】
相關(guān)文獻(xiàn)
1 Scho¨llkopf U， Chem Ber， 1975 108 1580
2 Woodward R， Syn Comm， 1985 15 267
3 Kotha S， Bioorg Med Chem Lett， 1998 8 257
4 Kotha S， Tet Lett， 1998 39 4095
5 Kotha S， J Org Chem， 2000 65 1359
6R Kotha S， Acc Chem Res， 2003 36 342
7 Kobayashi Y， Chem Eur J， 2004 10 617
8 Tanaka M， J Am Chem Soc， 2005 127 11570
9 Cativiela C， Tetrahedron， 2007 63 5056
10R Kotha S， Synlett， 2010 337
編譯自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 269-270.
