Parallel recognition by virtue of differentiation between ketone and aldehyde

Tetrahedron Letters

Volumn 39, Issue 13, 1998, Pages 1767-1770

  Chen, Jian Xie ^a   Otera, Junzo ^a  

^a OKAYAMA UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; KETONE DERIVATIVE;

ARTICLE; CATALYSIS; MOLECULAR RECOGNITION; REACTION ANALYSIS;

EID: 0032568236     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00039-2     Document Type: Article

References (9)

1. 1. Chen, J.; Otera, J. Angew. Chem. in press.
2. 2. (a) Reetz, M. T. Organotitanium Reagents in Organic Synthesis, Springer-Verlag, Berlin, 1986, Chapter 3.
3. (b) Sato, T.; Otera, J.; Nozaki, H. J. Org. Chem. 1993, 58, 4971, and references cited therein.
4. (c) Molander, G. A.; Cameron, K. O. J. Org. Chem. 1991, 56, 2617; J. Am. Chem. Soc. 1993, 115, 830.
5. (c) Molander, G. A.; Cameron, K. O. J. Org. Chem. 1991, 56, 2617; J. Am. Chem. Soc. 1993, 115, 830.
6. 3. Chen, J.; Sakamoto, K.; Orita, A.; Otera, J. Synlett 1996, 877.
7. 2 solution (2 mL) of 4a (263 mg, 1.3 mmol) and 5 (384 mg, 2.0 mmol). The solution was stirred for 6 h. Aqueous workup and evaporation afforded crude products that were analyzed by GLC and NMR by comparing authentic specimen.
8. 2 solution (2 mL) of 4a (131 mg, 0.65 mmol) and 5 (192 mg, 1.0 mmol). The solution was stirred for 6 h. Aqueous workup and evaporation gave a crude product that was purified by column chromatography on silica gel (80:20 hexane/EtOAc) to afford 10a (179 mg, 72%). The products obtained in this study were fully confirmed by NMR, mass spectra, and elemental analysis.
9. 2c