Diversity-oriented synthesis of useful chiral building blocks from D-mannitol

Aravind, Appu ; Kumar, Ponminor Senthil ; Sankar, Muthukumar Gomathi ; Baskaran, Sundarababu (2011) Diversity-oriented synthesis of useful chiral building blocks from D-mannitol European Journal of Organic Chemistry, 2011 (34). pp. 6980-6988. ISSN 1434-193X

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/ejoc.20...

Related URL: http://dx.doi.org/10.1002/ejoc.201100968

Abstract

A diversity-oriented synthesis is described for functionalized chiral building blocks (i.e., 7, 9, 10, 16, and 17) and the biologically active iminosugar, fucosidase inhibitor (2S,3R,4R,5R)-2-(hydroxymethyl)-5-methylpyrrolidine-3,4-diol (22), starting from common chiral intermediate 1a which is obtained through a regioselective reductive cleavage of a bis(benzylidene) acetal.

Item Type:Article
Source:Copyright of this article belongs to John Wiley and Sons.
Keywords:Synthesis Design; Medicinal Chemistry; Regioselectivity; Chiral Pool; Cleavage Reactions
ID Code:98537
Deposited On:17 Sep 2014 11:23
Last Modified:17 Sep 2014 11:23

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