First total synthesis of the Pandanus alkaloids, pandamarilactam-3y and -3x

Heterocycles

Volumn 50, Issue 1, 1999, Pages 75-78

  Takayama, Hiromitsu ^a   Kuwajima, Toshiyuki ^a   Kitajima, Mariko ^a   Nonato, Maribel G ^b   Aimi, Norio ^a  

^a CHIBA UNIVERSITY   (Japan)

^b UNIVERSITY OF SANTO TOMAS   (Philippines)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; MEDICINAL PLANT; PANDAMARILACTAM; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0032837751     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-98-s(h)54     Document Type: Article

References (12)

1. M. Tan, Philippine Medicinal Plants in Common Use: Their Phytochemistry and Pharmacology, AKAP, Quezon City, 1980.
2. L. T. Byrne, B. Q. Guevara, W. C. Patalinghug, B. V. Reico, C. R. Ualat, and A. H. White, Aust. J. Chem., 1992, 45, 1903.
3. M. G. Nonato, M. J. Garson, R. J. W. Truscott, and J. A. Carver, Phytochem., 1993, 34, 1159.
4. A. Sjaifullah and M. J. Garson, ACGC Chemical Research Commun., 1996, 5, 24.
5. G. H. L. Nefkens, J. Willem, J. F. Thuring, and B. Zwanenburg, Synthesis, 1997, 290.
6. J. Boukouvalas, F. Maltais, and N. Lachance, Tetrahedron Lett., 1994, 35, 7897.
7. J. Yamawaki, T. Ando, and T. Hanafusa, Chem. Lett., 1981, 1143.
8. 1H-NMR spectra (see ref. 10).
9. F. von der Ohe and R. Bruckner, Tetrahedron Lett., 1998, 39, 1909.
10. 3). By desilylation of the aldol adducts [(13 and 14) (3:7)] using TBAF, the corresponding alcohols (15 and 16) were obtained in the ratio of 3:7, resulting in the demonstration of the relative stereochemistry in 13 and 14.
11. C. W. Differed, D. Jag, and J. Boukouvalas, Tetrahedron Lett., 1987, 28, 4037.
12. M. Plow and R. R. Stemmed, Synthesis, 1989, 534.