Chemoselective deprotection of allylic amines catalyzed by Grubbs' carbene

Synthesis

Volumn , Issue 4, 2005, Pages 668-672

  Alcaide, Benito ^a   Almendros, Pedro ^b   Alonso, José M ^a   Luna, Amparo ^a  

^a UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

^b INSTITUTO DE QUÍMICA ORGÁNICA GENERAL   (Spain)

Author keywords

Amines; Carbenes; Catalytic cleavage; Protecting groups; Ruthenium

Indexed keywords

CATALYSIS; CATALYSTS; COMPLEXATION; ETHERS; PALLADIUM; RUTHENIUM;

ALLYLIC AMINES; ALLYLIC ETHERS; PALLADIUM CATALYSTS; SELECTIVE DEPROTECTION;

AMINES;

ALLYLAMINE DERIVATIVE; AMINE; CARBENE; GRUBBS CARBENE; PALLADIUM; REAGENT; RUTHENIUM COMPLEX; SECONDARY AMINE; TERTIARY AMINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CATALYTIC CLEAVAGE; DEPROTECTION REACTION; LYSIS;

EID: 15444375617     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-831211     Document Type: Article

References (11)

1. (a) Greene, T. W.; Wuts, G. M. In Protective Groups in Organic Synthesis, 3rd. ed.; Wiley: New York, 1999.
2. (b) Kocienski, P. J. Protecting Groups, 3rd ed.; Thieme: Stuttgart, 2003.
3. For an Ir-catalyzed deprotection of allylamides, see: Neugnot, B.; Cintrat, J.-C.; Rousseau, B. Tetrahedron 2004, 60, 3575.
4. For a review, see: Guibé, F. Tetrahedron 1998, 54, 2967.
5. (a) Review: Alcaide, B.; Almendros, P. Chem. Eur. J. 2003, 9, 1258.
6. (b) See also: Schmidt, B. Angew. Chem. Int. Ed. 2003, 42, 4996.
7. (c) See also: Schmidt, B. Eur. J. Org. Chem. 2004, 1865.
8. (d) For a recent paper, see: Hong, S. H.; Day, M. W.; Grubbs, R. H. J. Am. Chem. Soc. 2004, 126, 7414.
9. Schwab, P.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1996, 118, 100.
10. (a) Alcaide, B.; Almendros, P.; Alonso, J. M.; Aly, M. F. Org. Lett. 2001, 3, 3781.
11. (b) Alcaide, B.; Almendros, P.; Alonso, J. M. Chem. Eur. J. 2003, 9, 5793.