1,8-Stereocontrol by 1,5-induction using an allylstannane followed by a 2,3-Wittig rearrangement: Diastereoselective total synthesis of (±)- epipatulolide C

Tetrahedron Letters

Volumn 40, Issue 3, 1999, Pages 475-476

  Dorling, E Kate ^a   Thomas, Andrew P ^a,b   Thomas, Eric J ^a  

^a UNIVERSITY OF MANCHESTER   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ACROLEIN DERIVATIVE; EPIPATULOLIDE C; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; BINDING AFFINITY; DRUG SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; RACEMIC MIXTURE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0033556226     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02428-9     Document Type: Article

References (8)

1. Dorling, E. K.; Thomas, E. J. Tetrahedron Lett. 1999, 40, 471-474.
2. Nakai, T.; Mikami, K. Chem. Rev. 1986, 86, 885-902; Nakai, T.; Mikami, K. Synthesis, 1991, 594-604.
3. Nakai, T.; Mikami, K. Chem. Rev. 1986, 86, 885-902; Nakai, T.; Mikami, K. Synthesis, 1991, 594-604.
4. Girard, P.; Namy, J. L.; Kagan, H. B. J. Am. Chem. Soc. 1980, 102, 2693; Molander, G. A. Org. React. 1994, 46, 211.
5. Girard, P.; Namy, J. L.; Kagan, H. B. J. Am. Chem. Soc. 1980, 102, 2693; Molander, G. A. Org. React. 1994, 46, 211.
6. Mori, K.; Sakai, T. Annalen, 1988, 13-17; Yang, H.; Kuroda, H.; Miyashita, M.; Irie, H. Chem. Pharm. Bull. 1992, 40, 1616-1618; Leemhuis, F. M. C.; Thijs, L.; Zwanenburg, B. J. Org. Chem. 1993, 58, 7170-7179.
7. Mori, K.; Sakai, T. Annalen, 1988, 13-17; Yang, H.; Kuroda, H.; Miyashita, M.; Irie, H. Chem. Pharm. Bull. 1992, 40, 1616-1618; Leemhuis, F. M. C.; Thijs, L.; Zwanenburg, B. J. Org. Chem. 1993, 58, 7170-7179.
8. Mori, K.; Sakai, T. Annalen, 1988, 13-17; Yang, H.; Kuroda, H.; Miyashita, M.; Irie, H. Chem. Pharm. Bull. 1992, 40, 1616-1618; Leemhuis, F. M. C.; Thijs, L.; Zwanenburg, B. J. Org. Chem. 1993, 58, 7170-7179.