American Chemical Society
jo6b02688_si_001.pdf (2.71 MB)

Catalyst-Controlled Switch in Diastereoselectivities: Enantioselective Construction of Functionalized 3,4-Dihydro‑2H‑thiopyrano­[2,3‑b]­quinolines with Three Contiguous Stereocenters

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journal contribution
posted on 2017-01-19, 00:00 authored by Xin-Ni Ping, Pei-Shun Wei, Xiao-Qian Zhu, Jian-Wu Xie
A tandem Michael–Henry reaction of 2-mercapto­quinoline-3-carbaldehydes with nitroolefins using hydrogen-bonding-based cooperative organocatalysts for the highly diastereodivergent synthesis of chiral functionalized 3,4-dihydro-2H-thiopyrano­[2,3-b]­quinolines with three contiguous tertiary stereocenters has been developed.