Photochemical and thermal Bergman cyclization of a pyrimidine enediynol and enediynone

被引:65
作者
Choy, N
Blanco, B
Wen, JH
Krishan, A
Russell, KC
机构
[1] Univ Miami, Dept Chem, Coral Gables, FL 33124 USA
[2] Univ Miami, Dept Radiat Oncol R71, Miami, FL 33101 USA
关键词
D O I
10.1021/ol006061j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel 10-membered pyrimidine enediynes (3 and 4) were synthesized in seven and eight steps, respectively. These compounds were compared for their abilities to undergo Bergman cyclization both thermally and photochemically, Alcohol 3 readily cyclized both thermally and photochemically in (PrOH)-Pr-i, while ketone 4 only showed efficient thermal cyclization, Both compounds were also shown to cleave dsDNA under the appropriate conditions.
引用
收藏
页码:3761 / 3764
页数:4
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