Mass spectrometric studies on the formation of chiral N-sulphonylated oxazaborolidinones

Tetrahedron Asymmetry

Volumn 10, Issue 1, 1999, Pages 1-5

  Nevalainen, Vesa ^a   Mansikka, Timo ^b   Kostiainen, Risto ^a   Simpura, Ilkka ^a   Kokkonen, Juha ^b  

^a UNIVERSITY OF HELSINKI   (Finland)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

BORON DERIVATIVE; N TOSYL 2 PHENYL 1,3,2 OXAZABOROLIDIN 5 ONE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHIRALITY; CONFORMATION; ENANTIOMER; MASS SPECTROMETRY; PRIORITY JOURNAL; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0033556505     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00479-0     Document Type: Article

References (11)

1. Dias, L. C. J. Braz. Chem. Soc. 1997, 8, 289.
2. (a) Kiyooka, S.-I.; Kira, H.; Hena, M. A. Tetrahedron Lett. 1996, 37, 2597;
3. (b) Parmee, E. R.; Hong, Y.; Tempkin, O.; Masamune, S. Tetrahedron Lett. 1992, 33, 1729.
4. Seerden, J.-P. G.; Scholte op Reimer, A. W. A.; Scheeren, H. W. Tetrahedron Lett. 1994, 35, 4419.
5. Corey, E. J.; Loh, T.-P. J. Am. Chem. Soc. 1991, 113, 8966.
6. Nevalainen, V.; Mansikka, T.; Kostiainen, R.; Simpura, I.; Kokkonen, J. Proceedings of the 8th BMOS Meeting, Sao Pedro, Brazil, 1998.
7. Fenn, J. B. J. Am. Soc. Mass Spectrom. 1993, 4, 542.
8. Isotopic patterns (indicating the presence of boron) and daughter ion analysis were used to confirm the structural assignations.
9. Feeding the sample into the ESI-MS inlet was started immediately after the acid was added into the sample with stirring. This treatment together with the subsequent measurement took about 5-15 min, respectively.
10. Mathre, D. J.; Jones, T. K.; Xavier, L. C.; Backlock, T. J.; Reamer, R. A.; Mohan, J. J.; Tracy Turner Jones, E.; Hoogsteen, K.; Baum, M. W.; Grabowski, E. J. J. J. Org. Chem. 1991, 56, 751.
11. Ito, M.; Tokitoh, N.; Okazaki, R. Tetrahedron Lett. 1997, 38, 4451.