References
- Zhu , J. , Royer , J. , Quirion , J.-C. and Husson , H.-P. Part XXII., submitted
- Guerrier , L. , Royer , J. , Grierson , D. S. and Husson , H.-P. 1983 . J. Am. Chem. Soc. , 105 : 7754
- Yue , C. , Royer , J. and Husson , H.-P. 1990 . J. Org. Chem. , 55 : 1140
- Husson , H.-P. 1985 . J. Nat. Prod. , 48 : 894
- This compound can be prepared on large scale using the method described by Tishler6 using the stereoselective reduction of the benzoin oxime followed by resolution with L-glutamic acid
- Weijlard , J. , Pfister , K. , Swanesy , E. F. , Robinson , C. A. and Tishler , M. 1951 . J. Am. Chem. Soc. , 73 : 1216
- Bonin , M. , Grierson , D. S. , Royer , J. and Husson , H.-P. Organic Syntheses vol. 69 , in press
- The crude reaction mixture was found to be homogeneous by TLC (silica) using two different eluting systems (CH2Cl2/MeOH 95:5 or heptane/AcOEt 70:30). The HPLC analysis (Waters Ultra-base C-18 packed column, eluted with MeOH/H2O 9:1 +0.1% Et3N at 1mL/min.) showed the presence of a small impurity which exhibits an UV spectrum different from that for 3. Finally, from the careful examination of the 400 MHz 1H and 50 MHz 13C NMR spectra of the crude mixture no trace of trans diastereomer could be detected
- Hill , R. K. and Yuri , T. 1977 . Tetrahedron , 33 : 1569