ملخص
An asymmetric synthesis of (-)-6,7-dideoxysqualestatin H5 is reported. Key features of the synthesis include the following: (1) highly diastereoselective n-alkylation of a tartrate acetonide enolate and subsequent oxidation-hydrolysis to provide an asymmetric entry to a β-hydroxy-α-ketoester motif; (2) facilitation of Rh(II)-catalyzed cyclic carbonyl ylide formation-cycloaddition by co-generation of keto and diazo functionality through ozonolysis of an unsaturated hydrazone; and (3) stereoretentive Ni-catalyzed Csp3-Csp2 cross-electrophile coupling between tricarboxylate core and unsaturated side chain to complete the natural product.
اللغة الأصلية | English |
---|---|
الصفحات (من إلى) | 3540-3543 |
عدد الصفحات | 4 |
دورية | Organic Letters |
مستوى الصوت | 19 |
رقم الإصدار | 13 |
المعرِّفات الرقمية للأشياء | |
حالة النشر | Published - يوليو 7 2017 |
ASJC Scopus subject areas
- ???subjectarea.asjc.1300.1303???
- ???subjectarea.asjc.1600.1606???
- ???subjectarea.asjc.1600.1605???