11 步骤 (-) - 毛晶V 的总合成
Artiom Cernijenko1, Rune Risgaard1, Phil S Baran1
1Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Journal of the American Chemical Society
|July 27, 2016
概括
研究人员开发了一种11个步骤的合成复杂的ent-kaurane diterpene maoecrystal V. 这种以生物合成为灵感的实用途径,为这种有趣的自然产品提供了可扩展的途径.
科学领域:
- 有机化学
- 自然产品合成
- 迪特尔类化学
背景情况:
- 毛晶V是一种具有复杂立体化学的高度拥挤的二烯.
- 之前的合成努力是有限的,需要新的策略来准备.
- 了解这些分子的生物合成可以为合成方法提供信息.
研究的目的:
- 开发一种方便,实用的,对 (-) - 晶V的合成途径.
- 建立一个潜在的可扩展途径来访问这个复杂的自然产品.
- 在合成过程中重新评估maoecrystal V的生物活性.
主要方法:
- 一个11步合成序列被设计,灵感来自于拟议的生物合成中的一个关键的 pinacol 转移.
- 使用战略债券和功能集团合并.
- 通过独特和意想不到的合成机动,
主要成果:
- 在11个步骤中成功合成 (-) - 晶V.
- 一个实用的和enantioselective合成战略的演示.
- 用于复杂二烯的独特合成转换的识别.
结论:
- 已经建立了一个高效和对晶V的选择性路径.
- 开发的途径具有潜在的可扩展性,促进了进一步的研究.
- 需要重新评估maoecrystal V的生物活性.
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