Synthesis of the C-1-C-28 ABCD unit of spongistatin 1
Synthesis of the C-1-C-28 ABCD unit of spongistatin 1
复制标题
DOI：
10.1021/ol035849
复制
发表时间：
2003-12-11
期刊：
影响因子：
5.2
通讯作者：
Ley, SV
中科院分区：
文献类型：
--
作者：
Gaunt, MJ;Jessiman, AS;Ley, SV
描述了海绵抑素的C-1-C-28 ABCD片段的合成。CD螺缩酮酮片段与AB螺缩酮醛单元的反选择性硼介导的羟醛偶联形成所需的C1-C28高级中间体。其他特征包括二硫醇与炔酮的双共轭加成，以产生合成AB螺缩酮片段所需的关键β-酮基-二噻烷单元。
[GRAPHICS]The synthesis of the C-1-C-28 ABCD fragment of spongistatin is described. Anti-selective boron-mediated aldol coupling of a CD spiroketal ketone fragment to an AB spiroketal aldehyde unit forms the desired C1-C28 advanced intermediate. Other features include the double conjugate addition of a dithiol to an ynone to generate the key beta-keto-dithiane unit required for the synthesis of the AB spiroketal fragment.