Total synthesis of (-)-δ-lycorane

被引:0
|
作者
Shukla, Jyoti [1 ,2 ]
Gangwar, Manoj Kumar [3 ]
Koley, Dipankar [1 ,2 ]
机构
[1] CSIR, Med & Proc Chem Div, Cent Drug Res Inst, Lucknow 226031, Uttar Pradesh, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
[3] Univ Allahabad, Dept Chem, Fac Sci, Prayagraj 211002, Uttar Pradesh, India
关键词
ASYMMETRIC TOTAL-SYNTHESIS; STEREOSELECTIVE C-C; ALKALOIDS; HYDROGENATION; EFFICIENT; ACCESS; STEREOCHEMISTRY; CYCLIZATION; COMPLEXES; ALDEHYDES;
D O I
10.1039/d3nj03567k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The total synthesis of (-)-delta-lycorane is reported. We performed organocatalytic Mannich reaction between phenylacetaldehyde and gamma-hydroxy lactam to construct a 5-substituted-2-pyrrolidone derivative in favor of the cis-isomer. Furthermore, diastereoselective conjugate addition to alpha,beta-unsaturated lactam was accomplished to obtain 4,5-disubstituted-2-pyrrolidone. The other salient features of this synthesis include Bischler-Napieralski reaction and ring closing metathesis. The total synthesis of (-)-delta-lycorane is reported.
引用
收藏
页码:18900 / 18904
页数:5
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