循环胺和氨酸通过mo-催化不对称环闭甲解酶的enantioselective合成
Elizabeth S Sattely1, G Alexander Cortez, David C Moebius
1Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467, USA.
Journal of the American Chemical Society
|June 9, 2005
概括
这项研究提出了高效的催化方法,用于合成光学丰富的N-化双循环胺和循环胺. 这些方法为复杂分子合成提供了有价值的性构建块.
科学领域:
- 有机化学 有机化学
- 不对称的催化剂.
- 合成方法论 合成方法论
背景情况:
- 基拉尔循环胺和N融合的双循环结构是生物活性分子中的关键动机.
- 在药物化学和药物发现中,对这些化合物的高效和酶选择性合成途径是非常受欢迎的.
研究的目的:
- 开发用于合成光学丰富的N-化双循环胺和循环胺的新型催化不对称方法.
- 探索这些合成策略的范围和局限性.
- 在进一步的化学转化中证明合成的性产品在进一步的化学转化中的有用性.
主要方法:
- 催化无对称化Achiral聚基底的N-化双循环胺合成.
- 小环和中环不和循环胺的催化不对称合成.
- 在奇拉氨基产品中,olefins的区域和二重选择性功能化.
主要成果:
- 5,6,5,7和5,8双循环胺基的合成,具有高达98%的异构过量 (ee).
- 小环和中环不和循环氨基的高度酶选择性合成 (高达97% ee).
- 合成的性循环胺的成功的区域和体选择性功能化.
- 形成具有高光学纯度的三替代和非替代循环基.
结论:
- 开发的催化方法可以有效地获取有价值的光学丰富的N-化双环胺和循环胺.
- 通过其他合成途径无法轻松获得这些性构建块.
- 合成的化合物适用于复杂的生物活性分子的酶选择性总合成.
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