A novel DMAP-promoted oxazolidinethione deacylation. Application for the direct conversion of the initial chiral thioimide aldols to various ester protecting groups.

Tetrahedron Letters

Volumn 40, Issue 22, 1999, Pages 4197-4198

  Su, Dah Wei ^a   Wang, Ying Chuan ^a   Yan, Tu Hsin ^a  

^a NATIONAL CHUNG HSING UNIVERSITY   (Taiwan)

Author keywords

Aldols; Asymmetric induction; Catalysts; Enolates

Indexed keywords

4 DIMETHYLAMINOPYRIDINE; CARBONYL DERIVATIVE; ESTER DERIVATIVE; OXAZOLIDINETHIONE; OXAZOLIDINONE DERIVATIVE; PYRIDINE DERIVATIVE; THIOIMIDE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHIRALITY; DEACYLATION; ESTERIFICATION; HYDROLYSIS; RACEMIC MIXTURE;

EID: 0033612177     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00710-8     Document Type: Article

References (6)

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2. (b) Yan, T.-H.; Tan, C.-W.; Lee, H.-C.; Lo, H.-C.; Huang, T.-Y. J. Am. Chem. Soc. 1993, 115, 2613-2621.
3. (c) Hsiao, C.-N.; Liu, L.; Miller, M. J. J. Org, Chem. 1995, 60, 3301-3306.
4. Evans, D. A.; Chapman, K. T.; Bisaha, J. J. Am. Chem. Soc. 1988, 110, 1238-1256.
5. Oppolzer, W.; Blagg, J.; Rodriguez, I.; Walther, E. J. Am. Chem. Soc. 1990, 112, 2767-2772.
6. 3) δ 175.8, 141.3, 128.1, 127.3, 125.9, 73.6, 63.1, 46.5, 17.4, 10.8, -1.4