Bakers' yeast reductions of β-oxopyrrolidinecarboxylates: synthesis of (+)-cis-(2R,3S)-3-hydroxyproline and (–)-(1S,5S)-Geissman–Waiss lactone, a useful precursor to pyrrolizidine alkaloids
Bakers' yeast reductions of β-oxopyrrolidinecarboxylates: synthesis of (+)-cis-(2R,3S)-3-hydroxyproline and (–)-(1S,5S)-Geissman–Waiss lactone, a useful precursor to pyrrolizidine alkaloids
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面包酵母还原 β-氧代吡咯烷羧酸盐：(+)-顺式-(2R,3S)-3-羟基脯氨酸和 (–)-(1S,5S)-Geissman-Waiss 内酯（吡咯里西啶生物碱的有用前体）的合成
DOI：
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发表时间：
1993
期刊：
影响因子：
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通讯作者：
D. Knight
中科院分区：
文献类型：
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作者：
J. Cooper;P. Gallagher;D. Knight
β-氧代脯氨酸衍生物5的面包酵母还原产生顺式-羟基酯6，并由此产生（+）-顺式-（2 R，3S）-3-羟基脯氨酸7，对映体富集> 90%。随后的一碳同系化产生（-）-Geissman-Waiss内酯8，一种有用的吡咯里西啶生物碱前体。
Bakers' yeast reduction of the β-oxo proline derivative 5 leads to the cis-hydroxy ester 6 and thence to (+)-cis-(2R, 3S)-3-hydroxyproline 7, with > 90% enantiomeric enrichment. Subsequent one-carbon homologation leads to the (–)-Geissman–Waiss lactone 8, a useful precursor of pyrrolizidine alkaloids.