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Issue 24, 2016
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Catalytic asymmetric formal γ-allylation of deconjugated butenolides

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Abstract

A formal γ-allylation of deconjugated butenolides is reported based on a two-step sequence consisting of a catalytic diastereo- and enantioselective vinylogous nucleophilic addition to vinyl sulfones and Julia–Kocienski olefination. This highly modular approach delivers densely functionalized butenolides containing a quaternary stereogenic centre in excellent yield with high enantioselectivity.

Graphical abstract: Catalytic asymmetric formal γ-allylation of deconjugated butenolides

  • This article is part of the themed collection: New Talent
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Publication details

The article was received on 17 Nov 2015, accepted on 30 Nov 2015 and first published on 30 Nov 2015


Article type: Paper
DOI: 10.1039/C5OB02362A
Org. Biomol. Chem., 2016,14, 5659-5664

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    Catalytic asymmetric formal γ-allylation of deconjugated butenolides

    A. K. Simlandy and S. Mukherjee, Org. Biomol. Chem., 2016, 14, 5659
    DOI: 10.1039/C5OB02362A

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