Total synthesis of (+)-cardiobutanolide through a carbohydrate-based approach

Synlett

Volumn , Issue 19, 2009, Pages 3179-3181

  Yadav, J S ^a   Madhavarao, B ^a   Sanjeeva Rao, K ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

gluconolactone; Asymmetric dihydroxylation; Cardiobutanolide; Chiron approach; Reductive elimination process

Indexed keywords

4 ALKOXYBUT 2 ENOIC ACID; ALDEHYDE; BUTYROLACTONE; D GLUCONO DELTA LACTONE; DEXTRO CARDIOBUTANOLIDE; GRIGNARD REAGENT; LACTONE; UNCLASSIFIED DRUG; ZINC;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; DEOXYGENATION; DIHYDROXYLATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 72149085759     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0029-1218344     Document Type: Article

References (16)

1. (a) Cave, A.; Figadere, B.; Laurens, A.; Cortes, D. Prog. Chem. Org. Nat. Prod. 1997, 70, 81.
2. (b) Zafra-Polo, M. C.; Figadere, B.; Gallardo, T.; Tormo, J. R.; Cortes, D. Phytochemistry 1998, 48, 1087.
3. (c) Alali, F. Q.; Liu, X. X.; Mclaughlin, J. L. J. Nat. Prod. 1999, 62, 504.
4. Mondon, M.; Gesson, J.-P. Curr. Org. Synth. 2006, 3, 175.
5. Hisham, A.; Toubi, M.; Shuaily, W.; Bai, M. D. A.; Fujimoto, Y. Phytochemistry 2003, 62, 597.
6. (a) Ruiz, P.; Murga, J.; Carda, M.; Marco, J. A. J. Org. Chem. 2005, 70, 713.
7. (b) Krishna, P. R.; Reddy, P. V. N. Tetrahedron Lett. 2006, 47, 4627.
8. (c) Prasad, K. R.; Gholap, S. L. J. Org. Chem. 2008, 73, 2916.
9. (a) Garg, A.; Singh, R. P.; Singh, V. K. Tetrahedron 2006, 62, 11240.
10. (b) Matsuura, D.; Takabe, K.; Yoda, H. Tetrahedron Lett. 2006, 47, 1371.
11. (a) Yadav, J. S.; Rao, B. M.; Sanjeevarao, K.; Reddy, B. V. S. Synlett 2008, 1039.
12. (b) Yadav, J. S.; Rao, B. M.; Sanjeevarao, K. Tetrahedron: Asymmetry 2009, 20, 1725.
13. Yadav, J. S.; Barma, D. K. Tetrahedron 1996, 52, 4457.
14. Rao, K. S.; Reddy, D. S.; Mukkanti, K.; Pal, M.; Iqbal, J. Tetrahedron Lett. 2006, 47, 6623.
15. Surivet, J.-P.; Vatele, J.-M. Tetrahedron 1999, 55, 13011.
16. -1.