Further studies on the reductive-alkylation of chiral endo-himimide derived from (R)-phenylglycinol

Arkivoc

Volumn 2004, Issue 9, 2004, Pages 34-43

  Ye, Jian Liang ^a   Tang, Xu ^a   Huang, Pei Qiang ^a  

^a NONE

Author keywords

(R) Phenylglycinol; Himimide asymmetric synthesis; N acyliminium; Reductive alkylation

Indexed keywords

ALCOHOL; IMIDE; NITROGEN; PHENYLGLYCINE;

ACYLATION; ADDITION REACTION; ALKYLATION; ARTICLE; CHIRALITY; DEOXYGENATION; DERIVATIZATION; GRIGNARD REACTION; ISOMERISM; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; MOLECULAR MECHANICS; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; REDUCTION KINETICS; STEREOCHEMISTRY; STRUCTURE ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 5044238600     PISSN: 14246376     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (17)

1. For relative reductive alkylation of imides, see: (a) Burgess, L. E.; Meyers, A. I. J. Org. Chem. 1992, 57, 1656.
2. (b) Yoda, H.; Kitayama, H.; Yamada, W.; Katagiri, T.; Takabe, K. Tetrahedron: Asymmetry 1993, 4, 1451.
3. (c) Huang, P.-Q.; Wang, S. L.; Zheng, H.; Fei, X. S. Tetrahedron Lett. 1997, 38, 271.
4. (d) Huang, P.-Q.; Wang, S. L.; Ye, J. L.; Ruan, Y. P.; Huang, Y. Q.; Zheng, H.; Gao, J. X. Tetrahedron 1998, 54, 12547.
5. (e) Huang, P.-Q; Chen, Q. F.; Chen, C.-L.; Zhang, H.-K. Tetrahedron: Asymmetry 1999, 10, 3827.
6. (f) Chen, M. D.; He, M. Z.; Huang, L. Q.; Ruan, Y. P.; Huang, P.-Q. Chin. J. Chem. 2002, 20, 1149.
7. (g) Huang, P.-Q.; Zheng, X. Arkivoc 2003, part ii, 7 (http://www.arkat- usa.org).
8. (h) Chen, M. D.; Zhou, X.; He, M. Z.; Ruan, Y. P.; Huang, P.-Q. Tetrahedron 2004, 60, 1651.
9. Ye, J. L.; Wei, Z. B., Chen, Z; Huang, P. Q. Chin. J. Struct. Chem. 2003, 22, 228.
10. Kursanov, D. N.; Parnes, Z. N.; Loim, N. M. Synthesis 1974, 633.
11. 2, 6]dec-8-en-3-ones, see: (a) Arai, Y.; Kontani, T.; Koizumi, T. Chem. Lett. 1991, 2135.
12. (b) Arai, Y.; Fujii, A.; Ohno, T.; Koizumi, T. Chem. & Pharm. Bull. 1992, 40, 1670.
13. (c) Arai, Y.; Kontani, T.; Koizumi, T. Tetrahedron: Asymmetry 1992, 3, 535.
14. (d) Arai, Y.; Kontani, T.; Koizumi, T. J. Chem. Soc., Perk. Trans. 1 1994, 15.
15. For recent reviews on the N-acyliminium chemistry, see: (a) Speckamp, W. N.; Moolenaar, M. J. Tetrahedron 2000, 56, 3817.
16. (b) Maryanoff,B. E.; Zhang, H.-C.; Cohen, J. H.; Turchi, I. J.; Maryanoff, C. A. Chem. Rev. 2004, 104, 1431.
17. Wijnberg, B. P.; Speckamp, W. N.; Oostveen, A. R. C. Tetrahedron 1982, 38, 209.