N-Boc ethyl oxamate: A new nitrogen nucleophile for use in Mitsunobu reactions

Tetrahedron Letters

Volumn 39, Issue 45, 1998, Pages 8275-8276

  Berrée, Fabienne ^a   Michelot, Gwendal ^a   Le Corre, Maurice ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; AMINE; NITROGEN; OXAMIC ACID;

ARTICLE; CHEMICAL REACTION; PROTECTION;

EID: 0032487893     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01855-3     Document Type: Article

References (14)

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3. 3. (a) Koppel, I.; Koppel, J.; Degerbeck, F.; Grehn, L. and Ragnarsson, U. J. Org. Chem. 1991, 56, 7172-7174.
4. (b) Degerbeck, F.; Fransson, B.; Grehn, L. and Ragnarsson, U. J. Chem. Soc. Perkin Trans I 1992, 245-253.
5. (c) Chong, J. M. and Park, S. B. J. Org. Chem. 1993, 58, 7300-7303.
6. 4. Koppel, I.; Koppel, J.; Leito, I., Pihl, V.; Wallin, A.; Grehn, L. and Ragnarsson, U. J. Chem. Soc. Perkin Trans I 1993, 655-658.
7. 5. Campbell, J. A. and Hart, D. J. J. Org. Chem. 1993, 58, 2900-2903.
8. 6. Speziale, A.J. and Smith, L.R. J. Org. Chem. 1962, 27, 3742-3743.
9. 7. Koppel, I.; Koppel, J.; Leito, I.; Pihl, V.; Grehn, L. and Ragnarsson, U. J. Chem. Res. (S) 1994, 212-213.
10. 2O/EtOH solution, with a solution of KOH.
11. 9. Mitsunobu, O. Synthesis 1981, 1-28. Conditions used : ROH (1 eq); DEAD, PPh., and 1 (1.2 eq), THF, RT, 16 h.
12. 2. The organic layer was dried over sodium sulfate and concentrated in vacuo to give product 3.
13. 20 +25.2 (c 1, MeOH).
14. 12. Moriniere, J. L.; Danree, B.; Lemoine, J. and Guy, A. Synth. Commun. 1988, 18, 441-444.