Further understandings of regio- and stereoselectivity in the Diels-Alder reaction: Diels-Alder reaction of allenic ester with 4-(bulky)alkyl-substituted 3-siloxy-1,3-butadiene

Bulletin of the Korean Chemical Society

Volumn 24, Issue 1, 2003, Pages 13-14

  Jung, Sun Ho ^a   Kim, Sang Hee ^a  

^a Sungshin Women's University   (South Korea)

Author keywords

Allenic ester; Diels Alder reaction; Regioselectivity; Stereoselectivity

Indexed keywords

1,3 BUTADIENE DERIVATIVE; 3 SILOXY 1,3 BUTADIENE; ALLENE DERIVATIVE; ESTER; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; DIELS ALDER REACTION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; STEREOISOMERISM; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0037454852     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: 10.5012/bkcs.2003.24.1.013     Document Type: Article

References (7)

1. For a review on cycloadditions of allenes, see: Pasto, D. L. Tetrahedron 1984, 40, 2805.
2. Gras, J.-L. J. Chem. Res. 1982, 300.
3. (a) For a good review on the FMO theory, see: Fleming, I. Frontier Orbitals and Organic Chemical Reactions; John Wiley & Sons: London, U.K., 1976.
4. (b) For a discussion of the application of FMO theory to dipolarophiles, see: Houk, K. N.; Watts, C. R.; Luskus, J. L. J. Am. Chem. Soc. 1973, 95, 7301.
5. Jung, S. H.; Yeo, M. S.; Kim, S. O.; Cheong, C. H. Bull. Korean Chem. Soc. 1997, 18, 344.
6. (a) Lang, R. W.; Hansen, H.-J. Helv. Chim. Acta 1980, 63, 438.
7. (b) For the use of this allene as a Diels-Alder dienophile, see: Fink, M.; Gerlach, H. Helv. Chim. Acta 1982, 65, 2563.