Catalytic activation of glycosyl phosphates for stereoselective coupling reactions.

Abstract:

:Glycosyl phosphates are shown to be activated to stereospecific nucleophilic substitution reactions by precisely tailored bis-thiourea catalysts. Enhanced reactivity and scope is observed with phosphate relative to chloride leaving groups. Stronger binding (Km) to the H-bond donor and enhanced reactivity of the complex (kcat) enables efficient catalysis with broad functional group compatibility under mild, neutral conditions.

authors

Levi SM,Li Q,Rötheli AR,Jacobsen EN

doi

10.1073/pnas.1811186116

subject

Has Abstract

pub_date

2019-01-02 00:00:00

pages

35-39

issue

1

eissn

0027-8424

issn

1091-6490

pii

1811186116

journal_volume

116

pub_type

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