Synthesis of α-hydroxy carboxylic acids via a nickel(II)- Catalyzed hydrogen transfer process

Advanced Synthesis and Catalysis

Volumn 353, Issue 11-12, 2011, Pages 1918-1922

  Tang, Guo ^a,b   Cheng, Chien Hong ^a  

^a NATIONAL TSING HUA UNIVERSITY   (Taiwan)

^b XIAMEN UNIVERSITY   (China)

Author keywords

hydroxy carboxylic acids; hydrogen transfer process; lactic acid; nickel catalyzed reaction; primary alcohols

Indexed keywords

EID: 80051999910     PISSN: 16154150     EISSN: 16154169     Source Type: Journal    
DOI: 10.1002/adsc.201100241     Document Type: Article

References (38)

1. K. Ström, J. Sjögren, A. Broberg, J. Schnürer, Appl. Environ. Microbiol. 2002, 68, 4322-4327
2. J. Tao,;, K. McGee, Org. Process Res. Dev. 2002, 6, 520-524
3. L. Yosuke, H. Megumi, E. M. Brittany; M. Kensaku, O. Yasushi, I. Yasutaka, J. Org. Chem. 2010, 75, 1803-1806
4. H. P. Lefebvre, S. A. Brown, V. Chetboul, J. N. King, J. L. Pouchelon, P. L. Toutain, Curr. Pharm. Des. 2007, 13, 1347-1361.
5. M. F. Parisi, G. Gattuso, A. Notti, F. M. Raymo, R. H. Abeles, J. Org. Chem. 1995, 60, 5174-5179
6. S. E. Denmark, Y. Fan, J. Am. Chem. Soc. 2003, 125, 7825-7827
7. S. E. Denmark, Y. Fan, J. Org. Chem. 2005, 70, 9667-9676.
8. Reviews
9. G. Guillena, D. J. Ramõn, M. Yus, Angew. Chem. 2007, 119, 2410-2416
10. Angew. Chem. Int. Ed. 2007, 46, 2358-2364
11. R. H. Crabtree, G. E. Dobereiner, Chem. Rev. 2010, 110, 681-703.
12. C. S. Cho, B. T. Kim, T.-J. Kim, S. C. Shim, J. Org. Chem. 2001, 66, 9020-9022
13. C. S. Cho, Organometallics 2003, 22, 3608-3610
14. R. Martinez, D. J. Ramõn, M. Yus, Tetrahedron 2006, 62, 8982-8987
15. H. W. Cheung, T. Y. Lee, H. Y. Lui, C. H. Yeung, C. P. Lau, Adv. Synth. Catal. 2008, 350, 2975-2983
16. A. Prades, M. Viciano, M. Sanaú, E. Peris, Organometallics 2008, 27, 4254-4259.
17. K. Fujita, C. Asai, T. Yamaguchi, F. Hanasaka, R. Yamaguchi, Org. Lett. 2005, 7, 4017-4019.
18. L. J. Allen, and, R. H. Crabtree, Green Chem. 2010, 12, 1362-1364.
19. K. K. Majumdar, C.-H. Cheng, Org. Lett. 2000, 2, 2295-2298
20. D. K. Rayabarapu, T. Sambaiah, C.-H. Cheng, Angew. Chem. 2001, 113, 1326-1328
21. Angew. Chem. Int. Ed. 2001, 40, 1286-1288
22. Y.-C. Huang, K. K. Majumdar, C.-H. Cheng, J. Org. Chem. 2002, 67, 1682-1684
23. D. K. Rayabarapu, P. Shukla, C.-H. Cheng, Org. Lett. 2003, 5, 4903-4906
24. R. P. Korivi, C.-H. Cheng, Org. Lett. 2005, 7, 5179-5182
25. R. P. Korivi, C.-H. Cheng, J. Org. Chem. 2006, 71, 7079-7082
26. C.-H. Yeh, R. P. Korivi, C.-H. Cheng, Angew. Chem. 2008, 120, 4970-4973
27. Angew. Chem. Int. Ed. 2008, 47, 4892-4895
28. R. P. Korivi, Y. C. Wu, C.-H. Cheng, Chem. Eur. J. 2009, 15, 10727-10731
29. Y. C. Wong, K. Parthasarathy, C.-H. Cheng, Org. Lett. 2010, 12, 1736-1739.
30. G. T. Notte, T. Sammakia, P. J. Steel, J. Am. Chem. Soc. 2005, 127, 13502-13503
31. L. Tang, L. Deng, J. Am. Chem. Soc. 2002, 124, 2870-2871.
32. M. Hashimoto, M. Aoki, Y. Osanai, (Sankyo Co., Ltd. Japan), Japanese Patent 62212329, 1987
33. Chem. Abstr. 1988, 109, 22654
34. H. Kurobe, T. Nunosawa, T. Sugawara, Y. Moriguchi, T. Endo, (Sankyo Co., Ltd. Japan), Japanese Patent 2004123643, 2004
35. Chem. Abstr. 2004, 140, 344897.
36. B. M. Nestl, S. M. Glueck, M. Hall, W. Kroutil, R. Stuermer, B. Hauer, K. Faber, Eur. J. Org. Chem. 2006, 20, 4573-4577.
37. D. V. Patel, R. D. Gless, H. K. Webb Hsu, S. K. Anandan, B. R. Aavula, WO Patent 2008073623, 2008
38. Chem. Abstr. 2008, 149, 79227.