Novel bicyclization reaction leading to a fused β-lactone

Organic Letters

Volumn 8, Issue 8, 2006, Pages 1717-1719

  Reddy, Leleti Rajender ^a   Corey, E J ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLAMIDE DERIVATIVE; AMIDE; CHLORIDE; LACTONE; PYRIDINE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; STEREOISOMERISM; SYNTHESIS;

ACRYLAMIDES; AMIDES; CATALYSIS; CHLORIDES; CYCLIZATION; LACTONES; MOLECULAR STRUCTURE; PYRIDINES; STEREOISOMERISM;

EID: 33646441863     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol060464n     Document Type: Article

References (8)

1. Reddy, L. R.; Saravanan, P.; Corey, E. J. J. Am. Chem. Soc. 2004, 126, 6230-6231.
2. Reddy, L. R.; Fournier, J. F.; Subba Reddy, B. V.; Corey, E. J. J. Am. Chem. Soc. 2005, 127, 8974-8976.
3. + 426.1916, found 426.1918.
4. +. Because triisobutylamine is much less expensive than 2,6-di-tert-butylpyridine and the yield of 2a is only slightly less (78%), it is the preferred reagent for larger-scale preparations.
5. (a) Brady, W. T.; Ou, Y. Q. J. Org. Chem. 1988, 53, 1353-1356.
6. (b) Kabir, S. H,; Seikaly, H. R.; Tidwell, T. T. J. Am. Chem. Soc. 1979, 101, 1059-1060.
7. (c) Cortez, G. S.; Tennyson, R. L.; Romo, D. J. Am. Chem. Soc. 2001, 123, 7945-7946.
8. Cortez, G. S.; Oh, S. H.; Romo, D. Synthesis 2001, 1731-1736.