2016-07-06·Journal of the American Chemical Society1区 · 化学
Total Synthesis of (+)-SCH 351448: Efficiency via Chemoselectivity and Redox-Economy Powered by Metal Catalysis
1区 · 化学
Article
作者: Wang, Gang ; Krische, Michael J.
The polyketide natural product (+)-SCH 351448, a macrodiolide ionophore bearing 14 stereogenic centers, is prepared in 14 steps (LLS). In eight prior syntheses, 22-32 steps were required. Multiple chemoselective and redox-economic functional group interconversions collectively contribute to a step-change in efficiency.
2011-09-02·Organic Letters1区 · 化学
Total Synthesis of (+)-SCH 351448
1区 · 化学
Article
作者: Zhu, Kaicheng ; Panek, James S.
A convergent synthesis of (+)-SCH 351448 (1), a monosodium salt of a C(2)-symmetric macrodiolide, is described. Our approach is based on a [4 + 2] annulation with a chiral allyl silane (anti-5c) to assemble the pyran subunits. Homodimerization was carried out in a stepwise fashion; initial esterification at C29' followed by macrocyclization at C29 afforded the desired macrodiolide.
2011-07-15·Organic Letters1区 · 化学
A Formal Synthesis of SCH 351448
1区 · 化学
Article
作者: Park, Heekwang ; Kim, Hyoungsu ; Hong, Jiyong
An efficient formal synthesis of SCH 351448 was accomplished through the tandem cross-metathesis (CM)/oxa-Michael, the 1,4-syn aldol, the tandem oxidation/oxa-Michael, and the Suzuki coupling reaction.