1,2,3,4-Tetrahydro-γ-carbolinium salts: Novel reactions with thiols, mediated by polymer-supported reagents

Tetrahedron Letters

Volumn 45, Issue 24, 2004, Pages 4781-4783

  Lizarzaburu, Mike E ^a   Shuttleworth, Stephen J ^a  

^a AMGEN INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; GAMMA CARBOLINE DERIVATIVE; POLYMER; REAGENT; RESIN; SULFONIC ACID DERIVATIVE; THIOL DERIVATIVE;

ARTICLE; CHEMICAL REACTION; PURIFICATION; RING OPENING;

INSERTION SEQUENCES;

EID: 2442658813     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.04.078     Document Type: Article

References (9)

1. Diker K., Maindreville M.D., Lévy J. Tetrahedron Lett. 36:1995;3511-3512
2. Sapi J., Grébille Y., Laronze J., Lévy J. Synthesis. 1992;383-386
3. Zinnes, H.; Schwartz, M. L. U.S. (1976), US 3931229 19760106 Application: US 74-458916 19740408; CAN 84:90000; AN 1976:90000
4. For the original report outlining the construction of tetrahydro-γ-carbolines, see: Cook A.D., Reed K.J. J. Chem. Soc. 1945;402
5. For a more recent example of an alternative method for the construction of these heterocycles, see: Zhang L., Meier W., Wats E., Costello T.D., Ma P., Ensinger C.L., Rodgers J.M., Jacobsen I.C., Rajagopalan P. Tetrahedron Lett. 36:1995;8387-8390
6. Commercially available from Polymer Laboratories Ltd, catalogue #3414-1679
7. Commercially available from Polymer Laboratories Ltd, catalogue #3404-4679
8. Percentage conversion to the desired products was determined by HPLC at 220 and 254 nm using an Agilent 1100 LC/MSD VL ESI system
9. 2S requires 372.14