Total synthesis of (-)-pyrenophorol

Synthesis

Volumn 44, Issue 5, 2012, Pages 783-787

  Yadav, Jhillu S ^a   Reddy, Ganapuram Madhusudhan ^a,b   Rao, Tenneti Srinivasa ^a   Reddy, Basi V Subba ^a   Al Khazim Al Ghamdi, Ahmad ^c  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

^b UNIVERSITY OF HYDERABAD   (India)

^c KING SAUD UNIVERSITY   (Saudi Arabia)

Author keywords

cross metathesis; macrodiolide; natural products; Sharpless asymmetric epoxidation; stereoselectivity

Indexed keywords

ASYMMETRIC EPOXIDATION; CROSS METATHESIS; MACRODIOLIDE; MITSUNOBU CYCLIZATION; NATURAL PRODUCTS; OLEFIN CROSS-METATHESIS; SHARPLESS ASYMMETRIC EPOXIDATION; SYNTHETIC ROUTES; TOTAL SYNTHESIS;

CHEMISTRY; SPEECH SYNTHESIS; STEREOSELECTIVITY;

OLEFINS;

PYRENE DERIVATIVE; PYRENOPHOROL; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CYCLIZATION; DIMERIZATION; EPOXIDATION; ESTERIFICATION; HYDROXYLATION; IODINATION; OLEFINATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

EID: 84857454200     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0031-1289703     Document Type: Article

References (23)

1. Clemer C F. W. D., Pure Appl. Chem. 1971 28 413
2. Boeckman R K. Jr., Fayos J, Clardy J, J. Am. Chem. Soc. 1974 96 5954
3. Omura O, Nakagawa A, J. Antibiot. 1975 28 401
4. Omura S, Macrolide Antibiotics: Chemistry, Biology and Practice Academic Press New York 1984
5. Kis Z, Furger P, Sigg H P., Experientia 1969 25 123
6. Grove J F., J. Chem. Soc. C 1971 2261
7. Wakamatsu T, Yamada S, Ozaki Y, Ban Y, Tetrahedron Lett. 1985 26 1989; and references therein
8. Karsten K, Umar F, Ulrich F, Barbara S, Siegfried D, Gennaro P, Piero S, Sándor A, Tibor K, Eur. J. Org. Chem. 2007 3206
9. Findlay J A., Li G, Miller J D., Womiloju T O., Can. J. Chem. 2003 81 284
10. MacMillan J, Simpson T, J. Chem. Soc., Perkin Trans. 1 1973 1487
11. Nozoe S, Hirai K, Tsuda K, Ishibashi K, Shirasak M, Tetrahedron Lett. 1965 4675
12. Kind R, Zeeck A, Grabley S, Thiericke R, Zerlin M, J. Nat. Prod. 1996 59 539
13. Christner C, Kullertz G, Fischer G, Zerlin M, Grabley S, Thiericke R, Taddei A, Zeeck A, J. Antibiot. 1998 51 368
14. Dommerholdt E J., Thijs L, Zwanenburg B, Tetrahedron Lett. 1991 32 1499
15. Machinaga N, Kibayashi C, Tetrahedron Lett. 1993 34 841
16. Amigoni S, LeFloch Y, Tetrahedron: Asymmetry 1997 8 2827
17. Yadav J S., Reddy U V. S., Reddy B V. S., Tetrahedron Lett. 2009 50 5984
18. Yadav J S., Pandurangam T, Reddy V V. B., Reddy B V. S., Synthesis 2010 4300
19. Sabitha G, Prasad M N., Shankaraiah K, Reddy N M., Yadav J S., Synthesis 2010 3891
20. Sabitha G, Reddy S S. S., Bhaskar V, Yadav J S., Synthesis 2010 1217
21. Srihari P, Kumaraswamy B, Somaiah R, Yadav J S., Synthesis 2010 1039
22. Nicolaou K, Duggan M E., Ladduwahetty T, Tetrahedron Lett. 1984 25 2069
23. Gerlach H, Gertle K, Thahnann A, Helv. Chim. Acta 1977 60 2860