Total Synthesis of Sinenside A

Vadhadiya, Paresh M. ; Ramana, Chepuri V. (2015) Total Synthesis of Sinenside A Organic Letters, 17 (7). pp. 1724-1727. ISSN 1523-7060

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The first total synthesis of norlignan glucoside sinenside A has been accomplished. An intramolecular acetalization reaction has been employed as the key skeletal construct to forge the central cyclic disaccharide core. The trans-1,2-diol configuration present in the cyclic disaccharide of this natural product is unique and has been addressed by setting this configuration at the beginning. A 1,2-orthoester group has been selected as a handle for both sp glycosidation and for differentiation of the C2′-OH (that participates in the key acetalization reaction) of the sugar unit.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:105920
Deposited On:01 Feb 2018 16:50
Last Modified:01 Feb 2018 16:50

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