Use of the Ireland-Claisen rearrangement in the synthesis of 2,3-disubstituted succinates

Synlett

Volumn , Issue 5, 1998, Pages 531-533

  Pratt, Lisa M ^a   Bowles, Stephen A ^a   Courtney, Sally F ^a   Hidden, Christopher ^a   Lewis, Christopher N ^a   Martin, Fionna M ^a   Todd, Richard S ^a  

^a British Biotech Pharmaceuticals Ltd   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000457814     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1703     Document Type: Article

References (18)

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8. b) An alternative mechanism for this alkylation has been recently reported by McClure, K. F.; Axt, M. Z. Bioorg. Med. Chem. Lett. 1998, 8, 143-146.
9. 2AlCl, -78°C → ;25°C; iii) → 25°C, MeOH.
10. Campion, C.; Davidson, A. H.; Dickens, J. P.; Crimmin, M. J. WO 9005719, 1990; Chem. Abstr. 1990, 113, 212677.
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13. 3).
14. a) Ireland, R. E.; Mueller, R. H.; Willard, A. K. J. Am. Chem. Soc. 1976, 98, 2866-2877;
15. b) Ireland, R. E.; Willard, A. K. Tetrahedron Lett. 1975, 46, 3975-3978
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17. 3) α as above with methyl ester singlet signals at α3.65 and 3.64, and no signals at α1.44 and 1.41. (Chemical Equation Presented)
18. Pratt, L. M.; Beckett, R. P.; Bellamy, C. L.; Corkhill, D. J.; Cossins, J.; Courtney, P. F.; Davies, S. J.; Davidson, A. H.; Drummond, A. H.; Helfrich, K.; Lewis, C. N.; Mangan, M.; Martin, F. M.; Miller, K.; Nayee, P.; Ricketts, M. L.; Thomas, W.; Todd, R. S.; Whittaker, M. submitted for publication.