The reduction of acetylated glycopyranosyl bromides to 1, 5-anhydroglycitols with lithium aluminum hydride. 1, 5-anhydro-L-rhamnitol
RK Ness, HG Fletcher Jr…
Index: Ness et al. Journal of the American Chemical Society, 1950 , vol. 72, p. 4547
Full Text: HTML
Citation Number: 80
Abstract
Since the discovery in nature of polygalito12 and styracito13 and the recognition of these substances as anhydrides of the sugar alcohols (or glycitols), considerable attention has been given to the synthesis of 1, 5-anhydroglycitols. The most obvious and attractive path involves the replacement of the halogen of acylohalogen sugars with hydrogen and indeed it was evidently with this object in mind that E. Fischer and K. Zach4 in 1913 treated ...
Related Articles:
[Yuan, Changyou; Hollingsworth, Rawle I. Letters in Organic Chemistry, 2013 , vol. 10, # 2 p. 77 - 84]
[Gemmell, Natasha; Meo, Paul; Osborn, Helen M. I. Organic Letters, 2003 , vol. 5, # 10 p. 1649 - 1652]
[Guo, Zhong-Wu; Hui, Yong-Zheng Synthetic Communications, 1996 , vol. 26, # 11 p. 2067 - 2073]
[Donohoe, Timothy J.; Moore, Peter R.; Waring, Michael J.; Newcombe, Nicholas J. Tetrahedron Letters, 1997 , vol. 38, # 28 p. 5027 - 5030]
[Gemmell, Natasha; Meo, Paul; Osborn, Helen M. I. Organic Letters, 2003 , vol. 5, # 10 p. 1649 - 1652]