Details

Autor(en) / Beteiligte

• Maciver, Eleanor E
• Maksymowicz, Rebecca M
• Wilkinson, Nancy
• Roth, Philippe M. C
• Fletcher, Stephen P

Titel

Asymmetric Conjugate Addition of Alkylzirconium Reagents to α,β‑Unsaturated Lactones

Ist Teil von

• Organic letters, 2014-06, Vol.16 (12), p.3288-3291

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2014

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The asymmetric synthesis of β-substituted lactones by catalytic asymmetric conjugate addition of alkyl groups to α,β-unsaturated lactones is reported. The method uses alkylzirconium nucleophiles prepared in situ from alkenes and the Schwartz reagent. Enantioselective additions to 6- and 7-membered lactones proceed at rt, tolerate a wide variety of functional groups, and are readily scalable. The method was used in a formal asymmetric synthesis of mitsugashiwalactone.