Synthesis of D-arabinose-derived polyhydroxylated pyrrolidine, indolizidine and pyrrolizidine alkaloids. Total synthesis of hyacinthacine A2

TETRAHEDRON

卷:66

Article

Delso, Ignacio²  Tejero, Tomas²  Goti, Andrea¹  Merino, Pedro² 

[1] Univ Florence, ICCOM, CNR, Dipartimento Chim Organ,Ugo Schuff & HeterobioLab, I-50019 Sesto Fiorentino, FI, Italy

[2] Univ Zaragoza, Lab Sintesis Asimetr, Dept Quim Organ, Inst Ciencia Mat Aragon,CSIC, Zaragoza 50009, Spain

关键词: Alkaloids;    Pyrrolidines;    Nitrones;   

DOI  :  10.1016/j.tet.2009.12.030

来源: Elsevier

【 摘 要 】

Several new polyhydroxylated alkaloids including pyrrolidines with a long side chain and 3-(hydroxymethyl) indolizidines were prepared from a common nitrone easily obtained from Do-arabinose In addition. a total synthesis of hyacinthacine A(2) has been achieved in five steps and 67 7% overall yield starting from the same D-arabino-derived nitrone All synthesized compounds have a common structural feature consisting of a pyrrolidine ring with D-arabino configuration (C) 2009 Elsevier Ltd All rights reserved

【 授权许可】

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