Model Reactions for the Enantioselective Synthesis
of γ‑Rubromycin: Stereospecific Intramolecular Photoredox
Cyclization of an ortho-Quinone Ether to a Spiroacetal

Wakita, Fumihiro; Ando, Yoshio; Ohmori, Ken; Suzuki, Keisuke

doi:10.1021/acs.orglett.8b01475.s001

ol8b01475_si_001.pdf (2.17 MB)

Model Reactions for the Enantioselective Synthesis of γ‑Rubromycin: Stereospecific Intramolecular Photoredox Cyclization of an ortho-Quinone Ether to a Spiroacetal

journal contribution

posted on 2018-06-22, 18:48 authored by Fumihiro Wakita, Yoshio Ando, Ken Ohmori, Keisuke Suzuki

A model study for the enantioselective total synthesis of γ-rubromycin has revealed a promising approach for constructing the chiral, nonracemic bicyclic spiroacetal via the stereospecific photoredox reaction of 1,2-naphthoquinone ether.

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Keywords

γ- rubromycin naphthoquinone Stereospecific Intramolecular Photoredox Cyclization enantioselective Quinone Ether stereospecific photoredox reaction ether nonracemic bicyclic spiroacetal Rubromycin approach Model Reactions model study Enantioselective Synthesis chiral Spiroacetal ortho synthesis

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