Selective deprotection of acetals width Me3SiCH2MgCl. Peterson-type olefination of acetals

Journal of Organic Chemistry

Volumn 65, Issue 15, 2000, Pages 4694-4697

  Chiang, Chao Cheng ^a   Chen, Yu Huei ^a   Hsieh, Yu Tsai ^a   Luh, Tien Yau ^a  

^a NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; METAL COMPLEX;

ARTICLE; CHELATION; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0034725805     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo000317h     Document Type: Article

References (24)

1. Greene, T. A.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 2nd ed.; Wiley: New York, 1991.
2. (b) Kocienski, P. J. Protective Groups; Thieme: New York, 1994.
3. For reviews, see: (a) Trofimov, B. A.; Korostova, S. E. Russ. Chem. Rev. 1975, 44, 41. (b) Mukaiyama, T.; Murakami, M. Synthesis 1987, 1043. (c) Alexakis A.; Mangeney, P. Tetrahedron: Asymmetry 1990, 1, 477.
4. For reviews, see: (a) Trofimov, B. A.; Korostova, S. E. Russ. Chem. Rev. 1975, 44, 41. (b) Mukaiyama, T.; Murakami, M. Synthesis 1987, 1043. (c) Alexakis A.; Mangeney, P. Tetrahedron: Asymmetry 1990, 1, 477.
5. For reviews, see: (a) Trofimov, B. A.; Korostova, S. E. Russ. Chem. Rev. 1975, 44, 41. (b) Mukaiyama, T.; Murakami, M. Synthesis 1987, 1043. (c) Alexakis A.; Mangeney, P. Tetrahedron: Asymmetry 1990, 1, 477.
6. For reviews, see: (a) Luh, T.-Y. Pure Appl. Chem. 1996, 68, 635. (b) Luh, T.-Y. Synlett 1996, 201.
7. For reviews, see: (a) Luh, T.-Y. Pure Appl. Chem. 1996, 68, 635. (b) Luh, T.-Y. Synlett 1996, 201.
8. (a) Cheng, W.-L.; Yeh, S.-M.; Luh, T.-Y. J. Org. Chem. 1993, 58, 5576.
9. (b) Chen, Y.-H.; Luh, T.-Y.; Lee, G.-H.; Peng, S.-M. J. Chem. Soc., Chem. Commun. 1994, 2369.
10. (c) Yuan, T.-M.; Yeh, S.-M.; Hsieh, Y.-T.; Luh, T.-Y. J. Org. Chem. 1994, 59, 8192.
11. (d) Yuan, T.-M.; Hsieh, Y.-T.; Yeh, S.-M.; Shyue, J.-J.; Luh, T.-Y. Synlett 1996, 53.
12. (e) Yeh, S.-M.; Lee, G.-H.; Wang, Y.; Luh, T.-Y. J. Org. Chem. 1997, 62, 8315.
13. (f) Cheng, W.-L.; Shaw, Y.-J.; Yeh, S.-M.; Kanakamma, P. P.; Chen, Y.-H.; Chen, C.; Shieu, J.-C.; Yiin, S.-J.; Lee, G.-H.; Wang, Y.; Luh, T.-Y.J. Org. Chem. 1999, 64, 532.
14. Burke, S. D.; Pacofsky, G. J.; Piscopio, A. D. Tetrahedron Lett. 1986, 27, 3345.
15. Colvin, E. Silicon in Organic Synthesis; Butterworth: London, 1981; p 142.
16. Preliminary communication: Chen, Y.-H.; Tseng, Y.-T.; Luh, T.-Y. J. Chem. Soc., Chem. Commun. 1996, 327
17. For a recent review, see: Maryanoff, B. E.; Reitz, A. B. Chem. Rev. 1989, 89, 863.
18. For a recent review, see: Ager, D. J. Org. React. 1990, 38, 1.
19. For reveiws, see: (a) Luh, T.-Y. Acc. Chem. Res. 1991, 24, 257. (b) Luh, T.-Y. Pure Appl. Chem. 1996, 68, 105.
20. For reveiws, see: (a) Luh, T.-Y. Acc. Chem. Res. 1991, 24, 257. (b) Luh, T.-Y. Pure Appl. Chem. 1996, 68, 105.
21. Gigg, J.; Gigg, R.; Payne, S.; Conant, R. J. Chem. Soc., Perkin Trans. 1 1987, 423.
22. Jones, J. K. N. Can. J. Chem., 1956, 34, 840.
23. Church, D. F.; Gleicher, G. J. J. Org. Chem. 1976, 41, 2327.
24. Ingold, K. U.; Walton, J. C. J. Am. Chem. Soc. 1987, 109, 6937.