Stereoselective synthesis of C1-C18 region of palmerolide A from tartaric acid

Synlett

Volumn , Issue 7, 2010, Pages 1093-1095

  Prasad, Kavirayani R ^a   Pawar, Amit B ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

Marine natural product; Palmerolide A; Stereoselective synthesis; Tartaric acid

Indexed keywords

ALKENE; CARBON; NATURAL PRODUCT; PALMEROLIDE A; TARTARIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; FRAGMENTATION REACTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 77951132634     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0029-1219797     Document Type: Article

References (32)

1. Diyabalanage T, Amsler C D., McClintock J B., Baker B J., J. Am. Chem. Soc. 2006 128 5630
2. Lebar M D., Baker B J., Tetrahedron Lett. 2007 48 8009
3. Jiang X, Liu B, Lebreton S, De Brabander J K., [nl]J. Am. Chem. Soc. 2007 129 6386
4. Nicolaou K C., Guduru R, Sun Y P., Banerji B, Chen D Y. K., Angew. Chem. Int. Ed. 2007 46 5896
5. Penner M, Rauniyar V, Kaspar L T., Hall D G., J. Am. Chem. Soc. 2009 131 14216
6. Nicolaou K C., Leung Y C. G., Dethe D H., Guduru R, Sun Y P., Lim C S., Chen D Y. K., J. Am. Chem. Soc. 2008 130 10019
7. Jgel J, Maier M E., Synthesis 2009 2881
8. Jones D M., Dudley G B., Synlett 2010 223
9. Lebar M D., Baker B J., Tetrahedron 2010 66 1557
10. Kaliappan K P., Gowrisankar P, Synlett 2007 1537
11. Cantagrel G, Meyer C, Cossy J, Synlett 2007 2983
12. Chandrasekhar S, Vijeender K, Chandrasekhar G, Reddy C R., Tetrahedron: Asymmetry 2007 18 2473
13. Jgel J, Schmauder A, Binanzer M, Maier M E., Tetrahedron 2007 63 13006
14. For a general approach to the synthesis of g-keto amides from tartaric acid, see:, Prasad K R., Chandrakumar A, Tetrahedron 2007 63 1798
15. Prasad K R., Gandi V R., Synlett 2009 2593
16. Prasad K R., Gholap S L., J. Org. Chem. 2008 73 2
17. Prasad K R., Gholap S L., J. Org. Chem. 2008 73 2916
18. Prasad K R., Swain B, Tetrahedron: Asymmetry 2008 19 1134
19. Prasad K R., Gandi V, Tetrahedron: Asymmetry 2008 19 2616
20. Prasad K R., Chandrakumar A, J. Org. Chem. 2007 72 6312
21. Prasad K R., Dhaware M, Synthesis 2007 3697
22. Prasad K R., Gholap S L., J. Org. Chem. 2006 71 3643
23. Prasad K R., Anbarasan P, Tetrahedron Lett. 2006 47 1433
24. Prasad K R., Anbarasan P, Tetrahedron: Asymmetry 2006 17 850
25. Prasad K R., Anbarasan P, Tetrahedron 2006 62 8303
26. Prasad [nl]K R., Anbarasan P, Synlett 2006 2087
27. Mukai C, Sonobe H, Kim J S., Hanaoka M, J. Org. Chem. 2000 65 6654
28. Swallen L C., Boord C E., J. Am. Chem. Soc. 1930 52 651
29. Schneider C, Kazmaier U, Synthesis 1998 1314
30. Ramarao A V., Reddy E R., Joshi B V., Yadav J S., Tetrahedron Lett. 1987 28 6497
31. Nugiel D A., Jakobs K, Worley T, Patel M, Kaltenbach R F. III., Meyer D T., Jadhav P K., De Lucca G V., Smyser T E., Klabe R M., Bacheler L T., Rayner M M., Seitz S P., J. Med. Chem. 1996 39 2156
32. McNulty J, Grunner V, Mao J, Tetrahedron Lett. 2001 42 5609