A Novel, Efficient, and Selective Cleavage of Alkyl tert-Butyldimethylsilyl Ethers Using the BiCl3/NaI System

Advanced Synthesis and Catalysis

Volumn 343, Issue 2, 2001, Pages 169-170

  Sabitha, Gowravaram ^a   Satheesh Babu, R ^a   Venkata Reddy, E ^a   Srividya, R ^a   Yadav, J S ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Alcohols; Bismuth(III) chloride; Chemoselectivity; Deprotection; Protecting groups; TBDMS ethers

Indexed keywords

EID: 0001618437     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/1615-4169(20010226)343:2<169::AID-ADSC169>3.0.CO;2-C     Document Type: Review

References (15)

1. E. J. Corey, A. Venkateshwarlu, J. Am. Chem. Soc. 1972, 94, 6190.
2. E. J. Corey, B. B. Snider, J. Am. Chem. Soc. 1972, 94, 2549.
3. (a) K. Tanemura, T. Suzuki, T. Horaguchi, J. Chem. Soc., Perkin Trans. 1 1992, 2997;
4. (b) A. Duttagupta, R. Singh, V. K. Singh, Synlett 1996, 69;
5. (c) E. J. Corey, K. Y. Yi, Tetrahedron Lett. 1992, 33, 2289;
6. (d) J. B. Jones, J. Org. Chem. 1992, 57, 1028;
7. (e) A. S. Pilcher, D. K. Hill, S. J. Shimshock, R. E. Waltermire, P. Deshong, J. Org. Chem. 1992, 57, 2492.
8. (a) B. H. Lipshutz, J. Keith, Tetrahedron Lett. 1998, 39, 2495;
9. (b) T. Oriyama, Y. Kobayashi, K. Noda, Synlett 1998, 1047;
10. (c) P. A. Grieco, C. J. Markworth, Tetrahedron Lett. 1999, 40, 665.
11. G. Sabitha, M. Syamala, J. S. Yadav, Org. Lett. 1999, 1 1701.
12. G. Sabitha, R. Satheesh Babu, E. Venkata Reddy, J. S. Yadav, Chem. Lett. 2000, 9, 1074.
13. H. Robert, B. Garrigues, J. Dubac, Tetrahedron Lett. 1998, 39, 1161 and references cited therein.
14. (a) N. Irwing-Sax, R. J. Bewis, Dangerous Properties of Industrial Materials, Van Nostran Reinhold, 1989, pp. 283, 284, 522, 523;
15. (b) U. Wormser, I. Nir in The Chemistry of Arsenic, Antimony and Bismuth Compounds (Ed.: S. Patai), Wiley, New York, 1994, pp. 715.