Chiral synthesis of tri-O-methylimbricatine, an etherified derivative of the starfish alkaloid imbricatine

Tetrahedron Letters

Volumn 39, Issue 33, 1998, Pages 5999-6002

  Ohba, Masashi ^a   Nishimura, Yoshikazu ^a   Imasho, Masaaki ^a   Fujii, Tozo ^a   Kubanek, Julia ^b   Andersen, Raymond J ^b  

^a KANAZAWA UNIVERSITY   (Japan)

^b UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

Amino acids and derivatives; Imidazoles imidazolines; Isoquinolines; Thioethers

Indexed keywords

ALKALOID; TRI O METHYLIMBRICATINE; UNCLASSIFIED DRUG;

ARTICLE; ASTERIAS; CHIRALITY; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

ASTERIAS; ASTEROIDEA; DERMASTERIAS IMBRICATA;

EID: 0032514490     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01232-5     Document Type: Article

References (16)

1. [1] Pathirana C, Andersen RJ. J. Am. Chem. Soc. 1986;108:8288-8289.
2. [2] Burgoyne DL, Miao S, Pathirana C, Andersen RJ, Ayer WA, Singer PP, Kokke WCMC, Ross DM. Can. J. Chem. 1991;69:20-27.
3. [3] Elliott JK, Ross DM, Pathirana C, Miao S, Andersen RJ, Singer P, Kokke WCMC, Ayer WA. Biol. Bull. 1989;176:73-78.
4. [4] Ohba M, Mukaihira T, Fujii T. Heterocycles 1992;33:21-26.
5. [5] Ohba M, Mukaihira T, Fujii T. Chem. Pharm. Bull. 1994;42:1784-1790.
6. [6] Ohba M, Imasho M, Fujii T. Heterocycles 1996;42:219-228.
7. [7] Schõllkopf U. Top. Curr. Chem. 1983;109:65-84.
8. [8] Schöllkopf U. Pure Appl. Chem. 1983;55:1799-1806.
9. [9] Yokoyama M, Yoshida S, Imamoto T. Synthesis 1982:591-592.
10. [10] Bosmans J-P, Van der Eycken J, Vandewalle M, Hulkenberg A, Van Hes R, Veerman W. Tetrahedron Lett. 1989;30:3877-3880.
11. [11] Ishida A, Nakamura T, Irie K, Oh-ishi T. Chem. Pharm. Bull. 1985;33:3237-3249.
12. [12] Nishimura O, Kitada C, Fujino M. Chem. Pharm. Bull. 1978;26:1576-1585.
13. [13] Holler TP, Ruan F, Spaltenstein A, Hopkins PB. J. Org. Chem. 1989;54:4570-4575.
14. [14] Mancuso AJ, Swern D. Synthesis 1981:165-185.
15. [15] Yamada S, Morizono D, Yamamoto K. Tetrahedron Lett. 1992;33:4329-4332.
16. [16] Ando T, Yamawaki J, Kawate T, Sumi S, Hanafusa T. Bull. Chem. Soc. Jpn. 1982;55:2504-2507.