Second-Generation Tags for Fluorous Chemistry Exemplified with a New Fluorous Mitsunobu Reagent†
作者： Qianli Chu , Christopher Henry , Dennis P. Curran
DOI: 10.1021/OL800750Q
关键词:
摘要: A new fluorous DEAD reagent bearing two perfluoro-tert-butyloxy groups with propylene spacers shows excellent promise for use in Mitsunobu reactions. Pure target products were obtained good yields after removing byproducts by FSPE. The serves as a prototype greener second generation of reagents tags that are not expected to degrade the environment compounds highly persistent or bioaccumulate higher organisms.
acs.org
sci-hub.se 参考文章(21)
John. A. Gladysz, Ponytails: Structural and Electronic Considerations Wiley‐VCH Verlag GmbH & Co. KGaA. pp. 41- 55 ,(2005) , 10.1002/3527603905.CH5
Konstantinos Prevedouros, Ian T. Cousins, Robert C. Buck, Stephen H. Korzeniowski, Sources, fate and transport of perfluorocarboxylates. Environmental Science & Technology. ,vol. 40, pp. 32- 44 ,(2006) , 10.1021/ES0512475
Baudouin Gerard, Regina Cencic, Jerry Pelletier, John A. Porco, Enantioselective synthesis of the complex rocaglate (-)-silvestrol. Angewandte Chemie. ,vol. 46, pp. 7831- 7834 ,(2007) , 10.1002/ANIE.200702707
Dénes Szabó, János Mohl, Ana-Maria Bálint, Andrea Bodor, József Rábai, Novel generation ponytails in fluorous chemistry: Syntheses of primary, secondary, and tertiary (nonafluoro-tert-butyloxy)ethyl amines Journal of Fluorine Chemistry. ,vol. 127, pp. 1496- 1504 ,(2006) , 10.1016/J.JFLUCHEM.2006.06.020
Dennis P. Curran, Reena Bajpai, Elizabeth Sanger, Purification of fluorous Mitsunobu reactions by liquid-liquid extraction Advanced Synthesis & Catalysis. ,vol. 348, pp. 1621- 1624 ,(2006) , 10.1002/ADSC.200606187
Pierre-Yves Dakas, Sofia Barluenga, Frank Totzke, Ute Zirrgiebel, Nicolas Winssinger, Modular synthesis of radicicol A and related resorcylic acid lactones, potent kinase inhibitors. Angewandte Chemie. ,vol. 46, pp. 6899- 6902 ,(2007) , 10.1002/ANIE.200702406
Kwang-Seuk Ko, Firoz A. Jaipuri, Nicola L. Pohl, Fluorous-Based Carbohydrate Microarrays Journal of the American Chemical Society. ,vol. 127, pp. 13162- 13163 ,(2005) , 10.1021/JA054811K
William H. Pearson, David A. Berry, Patrick Stoy, Kee-Yong Jung, Anthony D. Sercel, Fluorous affinity purification of oligonucleotides. Journal of Organic Chemistry. ,vol. 70, pp. 7114- 7122 ,(2005) , 10.1021/JO050795Y
Sivaraman Dandapani, Dennis P. Curran, Separation‐Friendly Mitsunobu Reactions: A Microcosm of Recent Developments in Separation Strategies Chemistry: A European Journal. ,vol. 10, pp. 3130- 3138 ,(2004) , 10.1002/CHEM.200400363
Scott M Brittain, Scott B Ficarro, Ansgar Brock, Eric C Peters, Enrichment and analysis of peptide subsets using fluorous affinity tags and mass spectrometry Nature Biotechnology. ,vol. 23, pp. 463- 468 ,(2005) , 10.1038/NBT1076