Chiral diazaborolidine-mediated enantioselective aldol reactions of phenylthioacetate esters

Tetrahedron Letters

Volumn 41, Issue 16, 2000, Pages 2769-2772

  Corey, E J ^a   Choi, Soongyu ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID ESTER;

ARTICLE; CHIRALITY; STEREOCHEMISTRY; SYNTHESIS; UNITED STATES;

EID: 0034655503     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00302-6     Document Type: Article

References (18)

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4. (b) Corey, E. J.; Lee, D.-H. J. Am. Chem. Soc. 1991, 113, 4026.
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12. (e) Chibale, K.; Warren, S. Tetrahedron Lett. 1994, 35, 3991.
13. Mukaiyama, T.; Iwasawa, N. Chem. Lett. 1984, 753.
14. Kim, B. PhD dissertation, Department of Chemistry, M.I.T., Feb. 1988.
15. anti Aldol adduct 3 was separated from its syn diastereomer by flash chromatography on silica gel.
16. Furber, M.; Mander, L. N. J. Am. Chem. Soc. 1987, 109, 6389.
17. 3) δ 9.55 (d, J=4.4 Hz, 1H), 7.4-7.3 (m, 5H), 3.94 (dd, J=4.9, 4.4 Hz, 1H), 3.7 (dd, J=6.8, 4.4 Hz, 1H), 1.83 (qd, J=6.8, 4.9 Hz, 1H), 1.0 (d, J=6.8 Hz, 3H), 0.95 (d, J=6.8 Hz, 3H), 0.90 (s, 9H), 0.09 (s, 3H), 0.02 (s, 3H).
18. This research was assisted financially by a grant from the National Institutes of Health.