Dithioacetals as geminal dication synthons

Pure and Applied Chemistry

Volumn 68, Issue 1, 1996, Pages 105-112

  Luh, Tien Yau ^a  

^a NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000956140     PISSN: 00334545     EISSN: None     Source Type: Journal    
DOI: 10.1351/pac199668010105     Document Type: Article

References (46)

1. E.J. Corey and X.-M. Cheng, The Logic of Chemical Synthesis, Wiley, New York, 1989.
2. P.B.D.de la Mare and B.E. Swedlund, The Chemistry of The Carbon-Halogen Bond, S. Patai, Ed.,Wiley, Chichester, 1973, p. 407,
3. H.M. Bell, C.W. Vanderslice and A. Spehar, J. Org. Chem. 34, 3923 (1969).
4. W.T. Miller, Jr. and C.S.Y. Kim, J. Am. Chem. Soc. 81, 5009 (1959).
5. For a recent review, see: T.-Y. Luh and M.-K. Leung, In Advances on the Use of Synthons in Organic Chemistry, A.Dondoni, Ed., JAI, London, Vol 2, 1995, 000.
6. For reviews see: (a) T.-Y. Luh and Z.-J. Ni, Synthesis, 89, (1990). (b) T.-Y. Luh, Acc. Chem. Res. 24, 257 (1991). (c) F. Naso, Pure Appl. Chem. 60, 79 (1988). (d) V. Fiandanese, Pure Appl. Chem. 62, 1987 (1990).
7. For reviews see: (a) T.-Y. Luh and Z.-J. Ni, Synthesis, 89, (1990). (b) T.-Y. Luh, Acc. Chem. Res. 24, 257 (1991). (c) F. Naso, Pure Appl. Chem. 60, 79 (1988). (d) V. Fiandanese, Pure Appl. Chem. 62, 1987 (1990).
8. For reviews see: (a) T.-Y. Luh and Z.-J. Ni, Synthesis, 89, (1990). (b) T.-Y. Luh, Acc. Chem. Res. 24, 257 (1991). (c) F. Naso, Pure Appl. Chem. 60, 79 (1988). (d) V. Fiandanese, Pure Appl. Chem. 62, 1987 (1990).
9. For reviews see: (a) T.-Y. Luh and Z.-J. Ni, Synthesis, 89, (1990). (b) T.-Y. Luh, Acc. Chem. Res. 24, 257 (1991). (c) F. Naso, Pure Appl. Chem. 60, 79 (1988). (d) V. Fiandanese, Pure Appl. Chem. 62, 1987 (1990).
10. (a) H. Okamura, M. Miura, and H. Takei, Tetrahedron Lett. 19, 43 (1979).
11. (b) E. Wenkert, T.W. Ferreira and E.L. Michelotti, J. Chem. Soc., Chem. Commun. 637 (1979).
12. (a) T.A. Greene and P.G.M. Wuts, Protective Groups in Organic Synthesis, Wiley, New York, 2nd Ed. 1991.
13. (b) F.A. Carey and R.J. Sundberg, Advanced Organic Chemistry, Plenum, New York, 3rd. Ed., 1990, Part B, p 266.
14. (a) Z.-J. Ni and T.-Y. Luh. J. Chem. Soc., Chem. Commun. 1515 (1987).
15. (b) Z.-J. Ni, N.-W. Mei, X. Shi, M.C. Wang, Y.-L. Tzeng and T.-Y. Luh, J. Org. Chem. 56, 4035 (1991).
16. M. Kumada, Pure App. Chem. 52, 669 (1980).
17. M.C. Wang and T.-Y. Luh, J. Org. Chem. 57, 2178 (1992).
18. K.-T. Wong, Z.-J. Ni and T.-Y. Luh, J. Chem. Soc., Perkin Trans, 1 3113 (1991).
19. L.-L. Shiu, C.C. Yu, K.-T. Wong, B.-L. Chen, W.-L. Cheng, T.-M. Yuan and T.-Y. Luh, Oragnometallics 12, 1018 (1993).
20. (a) D. K. P. Ng and T.-Y. Luh, J. Am. Chem. Soc. 111, 9119 (1989).
21. (b) C.C. Yu, D.K.P. Ng, B.-L. Chen and T.-Y. Luh, Organometallics 13, 1487 (1994).
22. (a) H. Lehmkuhl, C. Naydowski, F. Danowski, M. Bellenbaum, R. Benn, A. Rufinska, G. Schroth and R. Mynott, Chem. Ber. 117, 3231 (1984) and references therein,
23. (b) R.C. Larock and S. Varaprath, J. Org. Chem. 49, 3432 (1984) and references therein.
24. (a) Z.-J. Ni and T.-Y. Luh, J. Org. Chem. 53, 2129, 5582 ( (1988).
25. (b)Z.-J. Ni, P.-F. Yang, D.K.P. Ng, Y.-L. Tzeng and T.-Y. Luh, J. Am. Chem. Soc. 112, 9356 (1990).
26. (c) Z.-J. Ni and T.-Y. Luh, Org. Syn. 70, 240 (1991).
27. (c) R.-M. Chen, W.-W. Weng and T.-Y. Luh, J.Org. Chem. 60, 3272 (1995).
28. X. Shi and T.-Y. Luh, Organometallics, 9, 3019 (1990).
29. (a) K. Yuan and W.J. Scott, Tetrahedron Lett. 32, 189 (1991).
30. (b) T. Ishiyama, N. Miyaura and A. Suzuki, Tetrahedron Lett. 32, 6923 (1991).
31. (c) K. Yuan and W.J. Scott, Tetrahedron Lett. 30, 4779 (1989).
32. N.-F. Ho, T.C.W. Mak and T.-Y. Luh, J. Chem. Soc., Dalton Trans. 3591 (1990) and references therein.
33. (a) K.-T. Wong and T.-Y. Luh, J. Am. Chem. Soc. 114, 7308 (1992).
34. (b) K.-T. Wong, T.-M. Yuan, M.C. Wang, H.-H. Tung and T.-Y. Luh, J. Am. Chem. Soc. 116, 8920 (1994).
35. (a) W.-L. Cheng, S.-M. Yeh and T.-Y. Luh, J. Org. Chem. 58, 5576 (1993).
36. (b) For a recent review on the regioselective cleavage reactions of acetals with Grignard reagents, see: T.-Y. Luh, Pure Appl. Chem. in press.
37. For a review, see: J.-F. Normant, I. Marek andJ.-M. Lefrançois, Pure Appl. Chem. 64, 1857 (1992).
38. H.-R. Tseng, unpublished results.
39. W.-L. Cheng and T.-Y. Luh, J. Org. Chem. 57, 3516 (1992).
40. (a) Y.-L. Tzeng, T.-Y. Luh and J.-M. Fang, J. Chem. Soc., Chem. Commun. 399 (1990).
41. (b) Y.-L. Tzeng, W.-L. Cheng and T.-Y. Luh, Z. Naturforsch. 50B, 385 (1995).
42. W.-L. Cheng and T.-Y. Luh, J. Chem. Soc., Chem. Commun. 1392 (1992).
43. P.-F. Yang, Z.-J. Ni and T.-Y. Luh, J. Org. Chem. 54, 2261 (1989).
44. (b) Y.-L. Tzeng, P.-F. Yang, N.-W. Mei, T.-M. Yuan, C.C. Yu and T.-Y. Luh, J. Org. Chem. 56, 5289 (1991).
45. (c) T.-M. Yuan and T.-Y. Luh, J. Org. Chem. 57, 4550 (1992).
46. (d) T.-M. Yuan and T.-Y. Luh, Org. Syn. in press.