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Asymmetric Catalytic Synthesis of Thiochromenes via an Acyl Transfer-Initiated Cascade

Nicholas A. Ahlemeyer and Vladimir B. Birman*

*Department of Chemistry, Washington University, Campus Box 1134, One Brookings Drive, Saint Louis, Missouri 63130, United States, Email: birmanwustl.edu

N. A. Ahlemeyer, V. B. Birman, Org. Lett., 2016, 18, 3454-3457.

DOI: 10.1021/acs.orglett.6b01639 (free Supporting Information)


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Abstract

Amidine-based catalysts, particularly homobenzotetramisole and its analogues, achieve high enantioselectivities and yields in a reagent-free catalytic transformation of α,β-unsaturated thioesters into 2-substituted thiochromenes with carbon dioxide as the only byproduct.

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Key Words

benzo-fused S-heterocycles, organocatalysis


ID: J54-Y2016