Palladium(0)-catalyzed Mizoroki-Heck reaction and Rh(I)-catalyzed asymmetric hydrogenation of polymer-supported dehydroalanine system

Tetrahedron Letters

Volumn 44, Issue 10, 2003, Pages 2161-2165

  Doi, Takayuki ^a   Fujimoto, Nobuaki ^a   Watanabe, Jun ^a   Takahashi, Takashi ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DEHYDROALANINE; PALLADIUM; PHENYLALANINE DERIVATIVE; POLYMER; RHODIUM;

ARTICLE; CATALYST; CHEMICAL REACTION; DEPROTECTION REACTION; DIASTEREOISOMER; HYDROGENATION; MIZOROKI HECK REACTION; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0037416937     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00149-7     Document Type: Article

References (46)

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32. Rink amino Crowns were used after treatment of Fmoc-protected Rink amide Crowns with 20% piperidine in DMF before use; Loading=7.7 μmol per Crown, Mimotopes Pty. Ltd, http://www.mimotopes.com.
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38. 20 (20 μL, 0.14 mmol) were added to this vessel. The mixture was placed in a 50 mL autoclave and treated with hydrogen (10 atm) at 40°C. After 3 days, the Crowns were successively washed with THF, DMF, methanol, and dichloromethane and dried in vacuo. The Crowns were subsequently soaked in a solution of TFA-dichloromethane (1:1). After 30 min, the solutions were concentrated in vacuo to afford the cleaved products which were analyzed by LC-MS.
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45. No racemization was observed.
46. + (ESI-TOF) was observed in all products with 30-60% purities analyzed by HPLC with the peak intensities at 220 nm.