Practical reduction of oxazolines to alcohols
A Bernardi, SG Ouellet, R Angelaud, PD O'Shea
Index: Bernardi, Anna; Ouellet, Stephane G.; Angelaud, Remy; O'Shea, Paul D. Tetrahedron Letters, 2008 , vol. 49, # 47 p. 6707 - 6708
Full Text: HTML
Citation Number: 4
Abstract
A two-step, one-pot procedure using methyl chloroformate and lithium borohydride was developed to transform 2-substituted-oxazolines into alcohols. This methodology is compatible with a wide range of substrates including heterocyclic, aromatic, and aliphatic functionalized 2-oxazolines. Best results are obtained with electron-rich and ortho substituted 2-aryl-oxazolines.
Related Articles:
[Miyaura, N.; Kochi, J. K. Journal of the American Chemical Society, 1983 , vol. 105, # 8 p. 2368 - 2378]
[Boyd, Jean W.; Schmalzl, Paul W.; Miller, Larry L. Journal of the American Chemical Society, 1980 , vol. 102, # 11 p. 3856 - 3862]
[Glover, Stephen A.; Golding, Stephen L.; Goosen, Andre; McCleland, Cedric W. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 10 p. 2479 - 2483]
[Smith, Richard H.; Wladkowski, Brian D.; Mehl, Andrew F.; Cleveland, Michael J.; Rudrow, Elizabeth A.; et al. Journal of Organic Chemistry, 1989 , vol. 54, # 5 p. 1036 - 1042]
[Fronza, Giovanni; Fuganti, Claudio; Grasselli, Piero; Servi, Stefano Journal of Organic Chemistry, 1987 , vol. 52, # 10 p. 2086 - 2089]