RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
Synthesis 2003(13): 1995-2000
DOI: 10.1055/s-2003-41042
DOI: 10.1055/s-2003-41042
PAPER
© Georg Thieme Verlag Stuttgart · New YorkMolecular Diversity of Tonghaosu: Synthesis of Lactam-Containing Tonghaosu Analogs
Weitere Informationen
Received
13 May 2003
Publikationsdatum:
28. August 2003 (online)
Publikationsverlauf
Publikationsdatum:
28. August 2003 (online)

Abstract
A new type of tonghaosu analogs containing spiroketal and lactam functionality was synthesized from methyl 2-furoate and amino alcohols. The stereoselective control of spiroketal chirality was also explored.
Key words
tonghaosu analogs - antifeedant - lactam - spiroketalization - diastereoselective
- 1 Partial result has been published:
Wu Z.-H.Wang J.Li J.-C.Xu Y.-Z.Yu A.-L.Feng Z.-R.Shen J.Wu Y.-L.Guo P.-F.Wang Y.-N. Nat. Prod. R & D [China] 1994, 6: 1 ; Chem. Abstr. 121, 101920 - 2a
Hegnauer R. In Chemotaxonomie der Pflanzen Vol. 3: Birkhauser Verlag; Basel: 1964. p.447 - 2b
Bohlmann F.Burkhardt T.Zdero C. Naturally Occurring Acetylenes Academic Press; London: 1973. - 2c
Greger H. In The Biology and Chemistry of CompositaeHeywood VH.Harborne JB.Turner BL. Academic Press; London: 1977. Chap. 32. - 2d
Bohlmann F. In Chemistry and Biology of Naturally Occurring Acetylenes and Related CompoundsLam J.Bretler H.Anason T.Hansen L. Elsvier; Amsterdam: 1988. p.1 - 2e
Zdero C.Bohlmann F. Plant Syst. Evol. 1990, 171: 1 - 3a
Bohlmann F.Jastrow H.Ertringshausen G.Kramer D. Chem. Ber. 1964, 97: 801 - 3b
Bohlmann F.Florentz G. Chem. Ber. 1966, 99: 990 - 4a
Gao Y.Wu W.-L.Ye B.Zhou R.Wu Y.-L. Tetrahedron Lett. 1996, 37: 893 - 4b
Gao Y.Wu W.-L.Wu Y.-L.Ye B.Zhou R. Tetrahedron 1998, 54: 12523 - 5a
Fan J.-F.Zhang Y.-F.Wu Y.Wu Y.-L. Chinese J. Chem. 2001, 19: 1254 ; Chem. Abstr. 136, 263012 - 5b
Fan J.-F.Yin B.-L.Zhang Y.-F.Wu Y.-L.Wu Y. Huaxue Xuebao 2001, 59: 1756 ; Chem. Abstr. 136, 083647 - 6
Blanchette JA.Brown EV. J. Am. Chem. Soc. 1952, 74: 2098 - 7
Fan J.-F. Ph. D. Thesis Shanghai Institute of Organic Chemistry; China: 2000. - 8
Yin B.-L.Fan J.-F.Gao Y.Wu Y.-L. Synlett 2003, 399 - Reviews:
- 9a
Brimble MA.Fares FA. Tetrahedron 1999, 55: 7661 - 9b
Mead KT.Brewer BN. Curr. Org. Chem. 2003, 7: 227 ; and references cited therein