An enantiospecific approach to irregular ligusticum grayi sesquiterpenes: Synthesis of cis-preisothapsa-2,8(12)-diene

Synlett

Volumn , Issue 17, 2011, Pages 2537-2540

  Srikrishna, A ^a   Mahesh, K ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

carvone; enantiospecific synthesis; irregular sesquiterpenes; preisothapsane; thapsanes

Indexed keywords

1 EPI DIEPIPREISOTHAPSA 2 EN 12 OLS; 1,8 EPI DIEPIPREISOTHAPSA 2 EN 12 OLS; 2,3,6,9,9 PENTAMETHYL 8 METHYLENEBICYCLO [4.3.0] NON 2 EN [CIS PREISOTHAPSA 2,8 (12) DIENE]; 2,3,6,9,9 PENTAMETHYLBICYCLO [4.3.0] NONAN 2 EN 8 ONE; 2,6,9,9 TETRAMETHYLBICYCLO [4.3.0] NONANSPIRO [8.2'] 1,3 DIOXALAN 3 ONE; 6,9,9 TRIMETHYLBICYCLO [4.3.0] NON 4 EN 3,8 DIONE; CARVONE; CIS PREISOTHAPSA 2,8 (12) DIENE; KETONE; SESQUITERPENE DERIVATIVE; TERPENE; TOLUENESULFONAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHIRALITY; DRUG SYNTHESIS; ENANTIOSELECTIVITY; GRIGNARD REACTION; HYDROBORATION; HYDROGENATION; HYDROLYSIS; LIGUSTICUM; LIGUSTICUM GRAYI; NONHUMAN; OZONATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; WITTIG REACTION;

EID: 80054053303     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1260326     Document Type: Article

References (18)

1. dePascualTeresa J, Moran J R., Grande M, Chem. Lett. 1985 865
2. dePascualTeresa J, Moran J R., Fernandez A, Grande M, Phytochemistry 1986 25 703
3. vanClink J W., Becker H, Perry N B., Org. Biomol. Chem. 2005 3 542
4. Cool L G., Vermillion K E., Takeoka G R., Wong R Y., Phytochemistry 2010 71 1545
5. For recent examples, see:, Srikrishna A, Anebouselvy K, Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 2010 49 771
6. Srikrishna A, Pardeshi V H., Satyanarayana G, Tetrahedron Lett. 2007 48 4087
7. Srikrishna A, Ravi G, Tetrahedron 2008 64 2565
8. Srikrishna A, Pardeshi V H., Satyanarayana G, Tetrahedron: Asymmetry 2008 19 1984
9. Srikrishna A, Ravi G, Venkatasubbaiah D R. C., Synlett 2009 32
10. Srikrishna A, Anebouselvy K, Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 2009 48 413
11. Srikrishna A, Babu R R., Beeraiah B, Tetrahedron 2010 66 852
12. Srikrishna A, Anebouselvy K, Tetrahedron Lett. 2002 43 2765
13. Srikrishna A, Reddy T J., Nagaraju S, Tetrahedron Lett. 1996 37 1679
14. Johnson W S., Werthemann L, Bartlett W R., Brocksom T J., Li T.-t, Faulkner D J., Petersen R, J. Am. Chem. Soc. 1970 92 741
15. Stork G, Ficini J, J. Am. Chem. Soc. 1961 83 4678
16. Burke S D., Grieco P A., Org. React. 1979 26 361
17. Schreiber S L., Liew W.-F, Tetrahedron Lett. 1983 24 2363
18. Criegee R, Ber. Dtsch. Chem. Ges. 1944 77 722