Mild and efficient method for oxathioacetalization of carbonyl compounds

Synthetic Communications

Volumn 36, Issue 24, 2006, Pages 3767-3770

  Majee, Adinath ^a   Kundu, Shrishnu Kumar ^a   Islam, Samimul ^a  

^a VISVA BHARATI UNIVERSITY   (India)

Author keywords

2 Marcaptoethanol; PAS; Protection

Indexed keywords

CARBONYL DERIVATIVE; POLYANILINE; SULFATE;

ARTICLE; CATALYST; CHEMICAL REACTION; COLUMN CHROMATOGRAPHY; EVAPORATION; OXATHIOACETALIZATION; REACTION ANALYSIS; TECHNIQUE; THIN LAYER CHROMATOGRAPHY;

EID: 33845362754     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910600947783     Document Type: Article

References (12)

1. Wilson, G. E., Jr.; Huang, M. G.; Schloman, W.W., Jr. Facile synthesis of 1,3-oxathiolanes from ketones and i-mercaptoethanol. J. Org. Chem. 1968, 33, 2133.
2. Fallis, A. G.; Yadav, V. K. Cyclopentane synthesis and annulation: Intramolecular radical cyclization of acetals. Tetrahedron Lett. 1988, 29, 897.
3. Ravindranathan, T.; Chavan, S. P.; Dantale, S. W. Interconversion of oxathiolanes and carbonyls under essentially identical conditions. Tetrahedron Lett. 1995, 36, 2285.
4. 4) as an efficient and chemoselective catalyst for conversion of carbonyl compounds to 1,3-oxathiolanes. Synlett 2000, 805.
5. 4 catalyzed chemoselective conversion of aldehydes to 1,3-oxathiolanes and 1,3-dithianes. Synlett 2001, 238.
6. Mondal, E.; Sahu, P. R.; Khan, A. T. A useful and catalytic method for protection of carbonyl compounds into the corresponding 1,3-oxathiolanes and deprotection to the parent carbonyl compounds. Synlett 2002, 463.
7. Mondal, E.; Sahu, P. R.; Bose, G.; Khan, A. T. A useful and convenient protocol for interconversion of carbonyl compounds to the corresponding 1,3-oxathiolanes and vice versa employing organic ammonium tribromide. Tetrahedron Lett. 2002, 43, 2843.
8. Kamal, A.; Chouhan, G.; Ahmed, K. Oxathioacetalization, thioacetalization and transthioacetalization of carbonyl compounds by N-bromosuccinimide: Selectivity and scope. Tetrahedron Lett. 2002, 43, 6947.
9. Karimi, B.; Ma'mani, L. Scandium(III) triflate as an efficient and recyclable catalyst for chemoselective conversion of carbonyl compounds to 1,3-oxathiolanes. Synthesis 2003, 2503.
10. Kazahaya, K.; Hamada, N.; Ito, S.; Sato, T. Indium trifluoromethanesulfonate as a mild and chemoselective catalyst for the conversion of carbonyl compounds into 1,3-oxathiolanes. Synlett. 2002, 1535.
11. Ranu, B. C.; Das, A. Molten salt as a green reaction medium: Efficient and chemoselective dithioacetalization and oxathioacetalization of aldehydes mediated by molten tetrabutylammonium bromide. Aust. J. Chem. 2004, 57, 605.
12. Khan, A. T.; Sahu, P. R.; Majee, A. A highly efficient and catalytic synthetic protocol fot oxathioacetalization of carbonyl compounds. J. Mol. Cat. A 2005, 226, 207.