SYNTHESIS OF NEW CONDURITOL ANALOGS DERIVED FROM BICYCLOOCTATRIENE - BIS-HOMO-CONDURITOL-D AND BIS-HOMO-CONDURITOL-F

被引:29
作者
KARA, Y
BALCI, M
BOURNE, SA
WATSON, WH
机构
[1] ATATURK UNIV,FAC SCI,DEPT CHEM,25240 ERZURUM,TURKEY
[2] TEXAS CHRISTIAN UNIV,DEPT CHEM,FT WORTH,TX 76129
关键词
D O I
10.1016/S0040-4039(00)76904-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first synthesis of conduritol analogues 2 and 3 is reported. The key compound 7 reacted with KMnO4 and m-chloroperbenzoic acid in a stereospecific manner to give syn-addition products 9 and 10, respectively. Zinc-dust elimination of 10 followed by epoxide opening resulted in the formation of 3b. The free tetrol 3 was obtained by ammonolysis. The other tetrol isomer 2 was obtained by similar synthetic steps.
引用
收藏
页码:3349 / 3352
页数:4
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