Stereocontrolled Synthesis of Triols Containing Four
Asymmetric Centers: Application of C,O‑Chelated Germyl Enolates to a Diastereoselective Aldol Reaction
Posted on 2018-06-22 - 20:47
The treatment of α,β-unsaturated
ketones with divalent
germanium salts cleanly generated C,O-chelated germyl enolates. The aldol reactions of the chelated enolates
with the aldehydes achieved a high diastereoselectivity in the construction
of the five-membered aldol adducts. Furthermore, the subsequent transformation
of the Ge–C bond in the aldol adduct enabled the stereocontrolled
synthesis of triols bearing four asymmetric centers.
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Minami, Yohei; Konishi, Akihito; Yasuda, Makoto (2018). Stereocontrolled Synthesis of Triols Containing Four
Asymmetric Centers: Application of C,O‑Chelated Germyl Enolates to a Diastereoselective Aldol Reaction. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.8b01778
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