...
  • 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Bulletin of the Chemical Society of Japan >Asymmetric Induction Arising from Enantiomerically Enriched Carbon-13 Isotopomers and Highly Sensitive Chiral Discrimination by Asymmetric Autocatalysis
【24h】

Asymmetric Induction Arising from Enantiomerically Enriched Carbon-13 Isotopomers and Highly Sensitive Chiral Discrimination by Asymmetric Autocatalysis

机译：通过对映体富集的碳-13同位素产生的不对称诱导和通过不对称自催化的高度敏感的手性鉴别

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

Carbon-isotope chirality generated only by the substitution of carbon-13/carbon-12 can be amplified to enantioenriched 5-pyrimidyl alkanol by asymmetric autocatalysis, in which an extremely low enantiomeric excess (ca. 0.00005% ee) can automultiply during three consecutive reactions to >99.5% ee. Chiral carbon-isotopomers can act as a chiral trigger in the reaction between pyrimidine-5-carbaldehyde and diisopropylzinc to induce a small enantioselectivity in the resulting asymmetric autocatalyst, whose enantiomeric excess can be enhanced significantly by the subsequent asymmetric autocatalysis. Asymmetric autocatalysis has the enormous power to recognize the isotope chirality arising from the small difference between carbon (C-13/C-12) and hydrogen (D/H) isotopes. The tiny chiral influence in the hydrogen isotopically chiral amino acids such as glycine can be recognized and amplified by asymmetric autocatalysis. Furthermore, asymmetric autocatalysis can be applied to the highly sensitive chiral discrimination of cryptochiral compounds such as saturated quaternary hydrocarbon and isotactic polystyrene. Circularly polarized light, which is considered a possible candidate for the origin of chirality, acts as the chiral initiator in asymmetric autocatalysis, affording highly enantioenriched products with the absolute configuration correlated to the helicity of CPL. In addition, chiral crystals formed from achiral organic compounds can act as chiral initiators of asymmetric autocatalytic amplification of ee to afford enantioenriched (S)- and (R)-5-pyrimidyl alkanols corresponding to the solid-state chirality in chiral crystals.
机译：仅通过取代碳-13 /碳-12而产生的碳 - 同位素肾上腺素通过不对称的自催化可以扩增至对丙酰胺的5-嘧啶基链烷醇，其中极低的对映体过量（约0.005％EE）可以在三次连续反应中自动填充ee> 99.5％。手性碳 - 同位素可以用作嘧啶-5-碳甲醛和二异丙基锌之间的反应中的手性触发，以诱导所得的不对称自催化剂中的小对映射性，其通过随后的不对称自催化可以显着提高对对映体过量的映异常。不对称自催化具有巨大的力量，以识别由碳（C-13 / C-12）和氢（D / H）同位素之间的小差异产生的同位素手性。通过不对称的自催化可以识别和扩增氢同位素手性氨基酸如甘氨酸中的微小手性影响。此外，不对称自催化可以应用于饱和单体烃类诸如饱和季烃和全同立构多苯乙烯的高度敏感的手性鉴别。被认为是手性起源的圆偏振光，其作为不对称自闭合中的手性引发剂，其具有高度对苯丙胺的产物，其具有与CPL的螺旋相关的绝对构型。此外，由甲状腺有机化合物形成的手性晶体可以作为EE的不对称自催化扩增的手性引发剂，得到对应于手性晶体中的固态性肾上腺素的灭脑 - 和（R）-5-嘧啶基链烷醇。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号