[3 + 4] Annulation Using a [β‐(Trimethylsilyl)Acryloyl]Silane and the Lithium Enolate of an α,β‐Unsaturated Methyl Ketone: (1R*,6S*,7S*)‐4‐(Tert‐Butyldimethylsiloxy)‐6‐(Trimethylsilyl)Bicyclo[5.4.0]Undec‐4‐En‐2‐One
[3 + 4] Annulation Using a [β‐(Trimethylsilyl)Acryloyl]Silane and the Lithium Enolate of an α,β‐Unsaturated Methyl Ketone: (1R*,6S*,7S*)‐4‐(Tert‐Butyldimethylsiloxy)‐6‐(Trimethylsilyl)Bicyclo[5.4.0]Undec‐4‐En‐2‐One
复制标题
[3 + 4] 使用 [β-(三甲基甲硅烷基)丙烯酰基]硅烷和 α,β-不饱和甲基酮的烯醇锂进行环化：(1R*,6S*,7S*)-4-(叔丁基二甲基硅氧基)- 6-(三甲基甲硅烷基)双环[5.4.0]Undec-4-En-2-One
DOI：
--
复制
发表时间：
2003
期刊：
影响因子：
--
通讯作者：
E. Yoshii
中科院分区：
文献类型：
--
作者：
K. Takeda;A. Nakajima;M. Takeda;E. Yoshii
[3 + 4]用[β-（三甲基硅基）丙烯酰]硅烷和α，β-不饱和甲基酮烯酸锂环化：(1R,6S,7S)-4-（叔丁基二甲基硅氧基）-6-（三甲基硅基）双环[5.4.0]十一-4-烯-2-酮
[3 + 4] Annulation using a [β-(trimethylsilyl)acryloyl]silane and the lithium enolate of an α,β-unsaturated methyl ketone: (1R,6S,7S)-4-(tert-butyldimethylsiloxy)-6-(trimethylsilyl)bicyclo[5.4.0]undec-4-en-2-one
intermediate: 3-(1-ethoxyethoxy)-1-propyne
intermediate: 1-(1-ethoxyethoxy)-1,2-propadiene
intermediate: 1-(tert-butyldimethylsilyl)-1-(1-ethoxyethoxy)-1,2-propadiene (2)
intermediate: (E)-1-(tert-Butyldimethylsilyl)-3-trimethylsilyl-2-propen-1-one (3)
product: (1R,6S,7S)-4-(tert-Butyldimethylsiloxy)-6-(trimethylsilyl)bicyclo[5.4.0]-undec-4-en-2-one (4)
Keywords:
acetal (and thioacetal) formation;
addition, to CC;
addition, to CO;
alkylation, O-alkylation;
annulation, carbocyclic-[>6];
cyclization, cycloaddition;
hydrolysis, acetals and ketals;
metalation reactions, silicon;
rearrangements;
silylation