Control of regio- and stereoselectivity in electrophilic addition reactions of allenes

Pure and Applied Chemistry

Volumn 79, Issue 2, 2007, Pages 261-267

  Ma, Shengming ^a,b  

^a ZHEJIANG UNIVERSITY   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

1,2 shift; Allenes; Electrophilic addition; Halohydroxylation; Selectivity

Indexed keywords

EID: 33846917183     PISSN: 00334545     EISSN: None     Source Type: Journal    
DOI: 10.1351/pac200779020261     Document Type: Conference Paper

References (18)

1. For some of the most recent reviews on the chemistry of allenes, see: (a) A. S. K. Hashmi (Eds.). Modern Allene Chemistry, Vols. 1-2, Wiley-VCH, Weinheim (2004);
2. (b) S. Ma. Chem. Rev. 105, 2829 (2005);
3. (c) A. S. K. Hashmi. Angew. Chem., Int. Ed. 39, 3590 (2000).
4. S. Ma. Acc. Chem. Res. 36, 701 (2003).
5. For some of most recently results from this group, see: (a) S. Ma, Z. Yu, Z. Gu. Chem. Eur. J. 11, 2351 (2005);
6. (b) S. Ma, Z. Gu. J. Am. Chem. Soc. 127, 6182 (2005);
7. (c) S. Ma, P. Lu, L. Lu, H. Hou, J. Wei, Q. He, Z. Gu, X. Jiang, X. Jin. Angew. Chem., Int. Ed. 44, 5275 (2005);
8. (d) S. Ma, Z. Gu. J. Am. Chem. Soc. 128, 4942 (2006).
9. S. Ma. "Ionic addition of allenes", in Modern Allene Chemistry, Vols. 1-2, A. S. K. Hashmi (Eds.), Chap. 10, Wiley-VCH, Weinheim (2004).
10. For an account on the nucleophilic hydrohalogenation, see: S. Ma, L. Li. Synlett 8, 1206 (2001).
11. (a) S. Ma, Q. Wei, H. Wang. Org. Lett. 2, 3893 (2000);
12. (b) S. Ma, H. Ren, Q. Wei. J. Am. Chem. Soc. 126, 4817 (2003).
13. C. Fu, X. Huang, S. Ma. Tetrahedron Lett. 45, 6063 (2004).
14. S. Ma, X. Hao, X. Huang. Org. Lett. 5, 1217 (2003).
15. S. Ma, X. Hao, X. Meng, X. Huang. J. Org. Chem. 69, 5720 (2004).
16. S. Ma, X. Hao, X. Huang. Chem. Commun. 1082 (2003).
17. R. W. Friesen, M. Blouin. J. Org. Chem. 58, 1653 (1993).
18. C. Fu, J. Li, S. Ma. Chem. Commun. 4119 (2005).