Catalytic Enantioselective Functionalization of Unactivated Terminal Alkenes

John R. Coombs and James P. Morken* 

[*] J. R. Coombs, Prof. J. P. Morken
Department of Chemistry, Boston College, Merkert Research Labs 2609 Beacon St., Chesnut Hill, MA 02467 (USA)
E-mail: morken@bc.edu

http://onlinelibrary.wiley.com/doi/10.1002/anie.201507151/abstract
http://onlinelibrary.wiley.com/doi/10.1002/anie.201507151/epdf

Abstract

Terminal alkenes are readily available functional groups which appear in α-olefins produced by the chemical industry, and they appear in the products of many contemporary synthetic reactions. While the organic transformations that apply to alkenes are amongst the most studied reactions in all of chemical synthesis, the number of reactions that apply to nonactivated terminal alkenes in a catalytic enantioselective fashion is small in number. This Minireview highlights the cases where stereocontrol in catalytic reactions of 1-alkenes is high enough to be useful for asymmetric synthesis.
1. Introduction
2. Hydrosilylation
3. Hydroformylation
4. Hydroamination
5. Addition of Pyridine C-H Bonds to Alkenes
6. Dihydroxylation
7. Epoxidation
8. Aziridination
9. Cyclopropanation
10. Carboalumination
11. Summary and Outlook