Functionalization of (±)-2-methyl-3-(2-thienyl)-1-propanol, a versatile building block for the synthesis of 2-methyl-1-alkanols

Phosphorus, Sulfur and Silicon and Related Elements

Volumn 112, Issue 1-4, 1996, Pages 27-32

  Bracher, Franz ^a   Papke, Thomas ^a  

^a TECHNICAL UNIVERSITY OF BRAUNSCHWEIG   (Germany)

Author keywords

2 methyl 1 alkanols; Bromination; Lithiation; Organostannanes; Palladium catalyst; Thiophenes

Indexed keywords

EID: 0008243873     PISSN: 10426507     EISSN: None     Source Type: Journal    
DOI: 10.1080/10426509608046345     Document Type: Article

References (15)

1. (a) H.-E. Högberg, E. Hedenström, J. Fägerhag and S. Servi, J. Org. Chem., 57, 2052 (1992);
2. (b) F. Bracher and T. Papke, Tetrahedron: Asymmetry, 5, 1653 (1994);
3. (c) O. Nordin, E. Hedenström and H.-E. Högberg, Tetrahedron: Asymmetry, 5, 785 (1994).
4. (a) F. Bracher and T. Papke, Nat. Prod. Lett., 4, 223 (1994);
5. (b) F. Bracher and T. Papke, J. Chem. Soc., Perkin Trans. 1, 2323 (1995);
6. (c) F. Bracher and T. Papke, Abstracts of the Annual Meeting of the German Pharmaceutical Society, Saarbrücken, 1993, Arch. Pharm. (Weinhein, Ger.), 326, 589 (1993).
7. (a) S. Byström, H.-E. Högberg and T. Norin, Tetrahedron, 37, 2249 (1981);
8. (b) E. Hedenström, H.-E. Högberg, A.-B. Wassergren, G. Bergström, J. Lövqvist, B. Hansson and O. Anderbrant, Tetrahedron, 48, 3139 (1992);
9. (c) S. Barth and F. Effenberger, Tetrahedron: Asymmetry, 4, 823 (1993).
10. T. Hirai, K. Furuhashi, A. Yoshizawa, I. Nishiyama and M. Fukumasa, JP 63,243,058, (07 Oct 1988); Chem. Abstr., 111, 23095j (1989).
11. F. Bracher and T. Papke, Pharmazie, 50, 525 (1995).
12. V. N. Kalinin, Synthesis, 413 (1992).
13. M. Kosugi, K. Shimizu, A. Ohtani and T. Migita, Chem. Lett., 829 (1981).
14. D. R. McKean, G. Parrinello, A. F. Renaldo and J. K. Stille, J. Org. Chem., 52, 422 (1987).
15. N. Miyaura, T. Ishiyama, H. Sasaki, M. Ishikawa, M. Satoh and A. Suzuki, J. Am. Chem. Soc., 111 314 (1989).