Enantioselective synthesis of a hydroxymethyl- cis -1,3-cyclopentenediol building block

Organic Letters

Volumn 14, Issue 22, 2012, Pages 5716-5719

  Craig, Robert A ^a   Roizen, Jennifer L ^a   Smith, Russell C ^a   Jones, Amanda C ^a   Stoltz, Brian M ^a  

^a California Institute of Technology   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; CYCLOPENTANE DERIVATIVE; DIOXANE DERIVATIVE; PALLADIUM;

ALKYLATION; ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

ALCOHOLS; ALKYLATION; CATALYSIS; CYCLOPENTANES; DIOXANES; MOLECULAR STRUCTURE; PALLADIUM; STEREOISOMERISM;

EID: 84869166624     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol3027297     Document Type: Article

References (24)

1. Herdewijn, P.; Balzarini, J.; De Clercq, E.; Vanderhaeghe, H. J. Med. Chem. 1985, 28, 1385-1386
2. King, S. B.; Ganem, B. J. Am. Chem. Soc. 1991, 113, 5089-5090
3. Ono, M.; Nishimura, K.; Tsubouchi, H.; Nagaoka, Y.; Tomioka, K. J. Org. Chem. 2001, 66, 8199-8203
4. Kamel, H. N.; Slattery, M. Pharm. Biol. 2005, 43, 253-269
5. Collins, P. W.; Djuric, S. W. Chem. Rev. 1993, 93, 1533-1564
6. Perigaud, C.; Gosselin, G.; Imbach, J. L. Nucleosides Nucleotides 1992, 11, 903-945
7. Boyer, S. J.; Leahy, J. W. J. Org. Chem. 1997, 62, 3976-3980
8. Bisacchi, G. S.; Chao, S. T.; Bachard, C.; Daris, J. P.; Innaimo, S.; Jacobs, G. A.; Kocy, O.; Lapointe, P.; Martel, A.; Merchant, Z. Bioorg. Med. Chem. Lett. 1997, 7, 127-132
9. Tsuna, K.; Noguchi, N.; Nakada, M. Angew. Chem., Int. Ed. 2011, 50, 9452-9455
10. Corey, E. J.; Weinshenker, N. M.; Schaaf, T. K.; Huber, W. J. Am. Chem. Soc. 1969, 91, 5675-5677
11. Roethle, P. A.; Trauner, D. Nat. Prod. Rep. 2008, 25, 298-317
12. Li, Y.; Pattenden, G. Nat. Prod. Rep. 2011, 28, 1269-1310
13. Nakashima, H.; Sato, M.; Taniguchi, T.; Ogasawara, K. Tetrahedron Lett. 2000, 41, 2639-2642
14. Audran, G.; Acherar, S.; Monti, H. Eur. J. Org. Chem. 2003, 92-98
15. Corey, E. J.; Schaaf, T. K.; Huber, W.; Koelliker, U.; Weinshenker, N. M. J. Am. Chem. Soc. 1970, 92, 397-398
16. Niidu, A.; Paju, A.; Eek, M.; Müürisepp, A.-M.; Pehk, T.; Lopp, M. Tetrahedron: Asymmetry 2006, 17, 2678-2683
17. Behenna, D. C.; Stoltz, B. M. J. Am. Chem. Soc. 2004, 126, 15044-15045
18. McFadden, R. M.; Stoltz, B. M. J. Am. Chem. Soc. 2006, 128, 7738-7739
19. Mohr, J. T.; Stoltz, B. M. Chem.-Asian J. 2007, 2, 1476-1491
20. Enquist, J. A., Jr.; Stoltz, B. M. Nature 2008, 453, 1228-1231
21. Day, J. J.; McFadden, R. M.; Virgil, S. C.; Kolding, H.; Alleva, J. L.; Stoltz, B. M. Angew. Chem., Int. Ed. 2011, 50, 6814-6818
22. Seto, M.; Roizen, J. L.; Stoltz, B. M. Angew. Chem., Int. Ed. 2008, 47, 6873-6876
23. Trost, B. M.; Curran, D. P. J. Am. Chem. Soc. 1980, 102, 5699-5700
24. VanBrunt, M. P.; Ambenge, R. O.; Weinreb, S. M. J. Org. Chem. 2003, 68, 3323-3326