Stereoselective β-C-glycosylation by a palladium-catalyzed decarboxylative allylation : formal synthesis of aspergillide A

Stereoselective β-C-glycosylation by a palladium-catalyzed decarboxylative allylation : formal synthesis of aspergillide A

Mild and sweet: The title reaction proceeds under mild conditions with high regio- and diastereoselectivity (see scheme, PG=protecting group, DiPPF=1,1′-bis(diisopropylphosphino)ferrocene). This reaction is suitable for a wide range of glycal-derived γ-ketone esters and affords C-glycosides with exc...

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Bibliographic Details
Main Authors: Xiang, Shaohua, Cai, Shuting, Liu, Xue-Wei, Zeng, Jing, Ma, Jimei
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds
Online Access:https://hdl.handle.net/10356/102577
http://hdl.handle.net/10220/19122
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Institution: Nanyang Technological University
Language: English
Description
Summary:Mild and sweet: The title reaction proceeds under mild conditions with high regio- and diastereoselectivity (see scheme, PG=protecting group, DiPPF=1,1′-bis(diisopropylphosphino)ferrocene). This reaction is suitable for a wide range of glycal-derived γ-ketone esters and affords C-glycosides with exclusive β-selectivity. The method was further applied to a concise formal synthesis of aspergillide A.

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