The application of a Shapiro reaction - Suzuki coupling sequence to the stereoselective synthesis of E-trisubstituted olefins

Tetrahedron Letters

Volumn 38, Issue 52, 1997, Pages 8919-8920

  Corey, E J ^a   Roberts, Bryan E ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE;

ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; STEREOCHEMISTRY; SYNTHESIS;

LATEOLABRAX JAPONICUS;

EID: 0030834647     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10425-7     Document Type: Article

References (6)

1. Corey, E. J.; Lee, J.; Roberts, B. E. Tetrahedron Lett, preceding paper in this issue.
2. For a review of Suzuki coupling methodology see: Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
3. Hayashi, T.; Konishi, M.; Kumada, M. Tetrahedron Lett. 1979, 1871.
4. Brown, H. C.; Knights, E. F.; Scouten, C. G. J. Am. Chem. Soc. 1974, 96, 7765.
5. For Table 1, entries B, C and D, Suzuki reaction to form the coupled methyl ester was generally complete within 15 min at 0 °C, however conversion of the methyl ester to the carboxylic acid can be effected over an additional 5-7 h under these reaction conditions.
6. This research was supported by the National Science Foundation and the National Institutes of Health.