Sulfur-imine mixed donor chelate ligands for asymmetric catalysis: Enantioselective allylic alkylation

Tetrahedron Asymmetry

Volumn 9, Issue 5, 1998, Pages 753-756

  Anderson, James C ^a   James, Daniel S ^a   Mathias, John P ^b  

^a UNIVERSITY OF SHEFFIELD   (United Kingdom)

^b PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; CHELATE; LIGAND;

ALKYLATION; CATALYSIS; CHELATION; ENANTIOMER; PRIORITY JOURNAL; REVIEW;

EID: 0032513157     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00057-3     Document Type: Article

References (15)

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2. (b) Chelucci, G.; Cabras, M. A. Tetrahedron: Asymmetry 1996, 7, 965-6.
3. (c) Morimoto, T.; Tachibana, K.; Achiwa, K. Synlett 1997, 783-5.
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5. 2. Saitoh, A.; Morimoto, T.; Achiwa, K. Tetrahedron: Asymmetry 1997, 8, 3567-70.
6. 3. These original assumptions have been supported by other workers. See Kang, J.; Kim, J. B.; Kim, J. W.; Lee, D. J. Chem. Soc., Perkin Trans. 2, 1997, 189-94.
7. 4. Anderson, J. C.; Harding, M. Chem. Commun. 1998, 393-4.
8. 5. R′=Ph, R″=H and R′=Ts, R″=H gave no product. R′=Ph, R″=Me gave only 10% yield of essentially racemic product under the reaction conditions described for 1.
9. 6. In this study (S)-valinol was obtained from the reduction of (S)-valine. McKennon, M. J.; Meyers, A. I.; Drauz, K.; Schwarm, M. J. Org. Chem. 1993, 55, 3568-71. The non-natural, opposite enantiomers, of most simple amino acids may be prepared by a variety of reliable asymmetric syntheses, see Williams, R. M. Synthesis of Optically Active α-Amino Acids; Pergamon, Oxford, 1989.
10. 6. In this study (S)-valinol was obtained from the reduction of (S)-valine. McKennon, M. J.; Meyers, A. I.; Drauz, K.; Schwarm, M. J. Org. Chem. 1993, 58, 3568-71. The non-natural, opposite enantiomers, of most simple amino acids may be prepared by a variety of reliable asymmetric syntheses, see Williams, R. M. Synthesis of Optically Active α-Amino Acids; Pergamon, Oxford, 1989.
11. 7. Siedlecka, R.; Swarzewski, J. Synlett 1996, 757-8.
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