Alkylation of the dianion of 3-oxo-13-tetradecanolide

Tetrahedron Letters

Volumn 37, Issue 29, 1996, Pages 5069-5072

  Neeland, Edward G ^a   Sharadendu, Anurag ^a   Weiler, Larry ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ANION; BENZOIC ACID DERIVATIVE; MYRISTYL ALCOHOL;

ALKYLATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL MODIFICATION; DIASTEREOISOMER; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INFRARED SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; THIN LAYER CHROMATOGRAPHY;

EID: 0030586137     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01019-2     Document Type: Article

References (14)

1. 1. (a) Lermer, L.; Neeland, E. G.; Ounsworth, J. P.; Sims, R. J.; Tischler, S. A.; Weiler, L. Can. J. Chem, 1992, 70, 1427;
2. (b) Neeland, E. G.; Ounsworth, J. P.; Sims, R. J.; Weiler, L. J. Org. Chem. 1994, 59, 7383.
3. 2. (a) Weiler, L. J. Am. Chem. Soc. 1970, 92, 6702;
4. (b) Huckin, S. N.; Weiler, L. J. Am. Chem. Soc. 1974, 96, 1082.
5. 1H NMR spectrum, the signals due to the methyl groups were clean doublets.
6. 4. House H.O. Modern Synthetic Reactions; 2nd edition, Benjamin: New York, 1972; pp 321-329.
7. 5. Karrer, P.; Kebrle, J.; Thakkar, R. M. Helv. Chim. Acta 1950, 33, 1711.
8. 6. Cooper, M. S.; Heany, H.; Newbold, A. J.; Sanderson, W. R. Synlett. 1990, 533.
9. 7. Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liskamp, R.; Lipton, M.; Caufield, C.; Chang, G.; Hendrickson, T.; Still, W. C. J. Comput. Chem. 1990, 11, 440.
10. 8. (a) Chênevert, R.; Desjardins, M. J. Org. Chem. 1996, 61, 1219;
11. (b) Caron, G.; Kazlauskas, R. J. Tetrahedron Asymmetry, 1994, 5, 657;
12. (c) Wallace, J. S.; Baldwin, B. W.; Morrow, C. J. J. Org. Chem. 1992, 57, 5231;
13. (d) Takemura, T.; Saito, K.; Nakazawa, S.; Mori, N. Tetrahedron Lett. 1992, 33, 6335.
14. 9. We are grateful to the Natural Sciences and Engineering Council of Canada for financial support.