Total synthesis of (+)-epiepoformin, (+)-epiepoxydon and (+)-bromoxone employing a useful chiral building block, ethyl (1R,2S)-5,5-ethylenedioxy-2-hydroxycyclohexanecarboxylate

Tetrahedron

Volumn 59, Issue 10, 2003, Pages 1773-1780

  Tachihara, Toru ^a   Kitahara, Takeshi ^b  

^a T Hasegawa Co   (Japan)

^b UNIVERSITY OF TOKYO   (Japan)

Author keywords

Chiral building block; Natural epoxycyclohexene derivatives; Total synthesis

Indexed keywords

2 CYCLOHEXENONE; BROMOXONE; CARBOXYLIC ACID DERIVATIVE; EPIEPOFORMIN; EPIEPOXYDON; ETHYL 5,5 ETHYLENEDIOXY 2 HYDROXYCYCLOHEXANECARBOXYLATE; UNCLASSIFIED DRUG;

ARTICLE; PRIORITY JOURNAL; SYNTHESIS;

EID: 0037416957     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00119-4     Document Type: Article

References (39)

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10. Epiepoxydon; (a) Ichihara A., Kimura R., Oda K., Sakamura S. Tetrahedron Lett. 17:1976;4741 (b) The-Wei Chou D., Ganem B. J. Am. Chem. Soc. 102:1980;7987 (c) Ichihara A., Kimura R., Oda K., Moriyasu K., Sakamura S. Agric. Biol. Chem. 46:1982;1879 (d) Ichihara A. Synthesis. 1987;207 (e) Nagata T., Ando Y., Hiroto A. Biosci. Biotechnol. Biochem. 56:1992;810 (f) Kamikubo T., Hiroya K., Ogasawara K. Tetrahedron Lett. 37:1996;499 (g) Genski T., Taylor R.J.K. Tetrahedron Lett. 43:2002;3573. and references therein.
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12. Epiepoxydon; (a) Ichihara A., Kimura R., Oda K., Sakamura S. Tetrahedron Lett. 17:1976;4741 (b) The-Wei Chou D., Ganem B. J. Am. Chem. Soc. 102:1980;7987 (c) Ichihara A., Kimura R., Oda K., Moriyasu K., Sakamura S. Agric. Biol. Chem. 46:1982;1879 (d) Ichihara A. Synthesis. 1987;207 (e) Nagata T., Ando Y., Hiroto A. Biosci. Biotechnol. Biochem. 56:1992;810 (f) Kamikubo T., Hiroya K., Ogasawara K. Tetrahedron Lett. 37:1996;499 (g) Genski T., Taylor R.J.K. Tetrahedron Lett. 43:2002;3573. and references therein.
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