Synthesis of squamostanal-A

被引:5
作者
Konno, H [1 ]
Makabe, H [1 ]
Tanaka, A [1 ]
Oritani, T [1 ]
机构
[1] TOHOKU UNIV, GRAD SCH AGR, DIV ENVIRONM BIOREMEDIAT, AOBA KU, SENDAI, MIYAGI 981, JAPAN
关键词
annonaceous acetogenins; oxidative cleavage;
D O I
10.1271/bbb.60.526
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The first synthesis of squamostanal-A (1), separated as a degradation product of tetrahydrofuranic acetogenins, is described. Iodide 7, which corresponds to the latent aldehyde moiety of 1, was prepared through a 2-step sequence from 13-[tetrahydropyran-2'-yloxy]-2-tridecyn-1-ol (5). The NaHMDS-based coupling reaction of 7 with gamma-lactone 8 gave compound 9, which by a 3-step sequence, was coverted to 1.
引用
收藏
页码:526 / 527
页数:2
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