Total synthesis of (+)-7-deoxypancratistatin and (+)-7-deoxy-trans-dihydronarciclasine

Noritaka Chida, Makoto Jitsuoka, Yoshiyuki Yamamoto, Masami Ohtsuka, Seiichiro Ogawa

Research output: Contribution to journalArticle

52 Citations (Scopus)

Abstract

The chiral and stereoselective synthesis of antimitotic phenanthridone alkaloids, (+)-7-deoxypancratistatin (1) and (+)-7-deoxy- trans-dihydronarciclasine (2) is described. Both natural products were synthesized from the common compound (4), which had been prepared from D-glucose and employed for the synthesis of lycoricidine (3).

Original languageEnglish
Pages (from-to)1385-1390
Number of pages6
JournalHeterocycles
Volume43
Issue number7
Publication statusPublished - 1996

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Antimitotic Agents
Biological Products
Alkaloids
Glucose
lycoricidine
7-deoxypancratistatin
phenanthridone
7-deoxy-trans-dihydronarciclasine

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Chida, N., Jitsuoka, M., Yamamoto, Y., Ohtsuka, M., & Ogawa, S. (1996). Total synthesis of (+)-7-deoxypancratistatin and (+)-7-deoxy-trans-dihydronarciclasine. Heterocycles, 43(7), 1385-1390.

Total synthesis of (+)-7-deoxypancratistatin and (+)-7-deoxy-trans-dihydronarciclasine. / Chida, Noritaka; Jitsuoka, Makoto; Yamamoto, Yoshiyuki; Ohtsuka, Masami; Ogawa, Seiichiro.

In: Heterocycles, Vol. 43, No. 7, 1996, p. 1385-1390.

Research output: Contribution to journalArticle

Chida, N, Jitsuoka, M, Yamamoto, Y, Ohtsuka, M & Ogawa, S 1996, 'Total synthesis of (+)-7-deoxypancratistatin and (+)-7-deoxy-trans-dihydronarciclasine', Heterocycles, vol. 43, no. 7, pp. 1385-1390.
Chida N, Jitsuoka M, Yamamoto Y, Ohtsuka M, Ogawa S. Total synthesis of (+)-7-deoxypancratistatin and (+)-7-deoxy-trans-dihydronarciclasine. Heterocycles. 1996;43(7):1385-1390.
Chida, Noritaka ; Jitsuoka, Makoto ; Yamamoto, Yoshiyuki ; Ohtsuka, Masami ; Ogawa, Seiichiro. / Total synthesis of (+)-7-deoxypancratistatin and (+)-7-deoxy-trans-dihydronarciclasine. In: Heterocycles. 1996 ; Vol. 43, No. 7. pp. 1385-1390.
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