Department of Chemistry, Aarhus University, Langelandsgade 140, DK-8000 Aarhus C, Denmark.
Nat Prod Rep. 2020 Aug 1;37(8):1043-1064. doi: 10.1039/d0np00009d. Epub 2020 Apr 22.
Covering: up to 2020In this review, we present state of the art methods for performing dehydration reactions in alcohol substrates to deliver alkene products. The dehydration of alcohols typically proceeds through activation of the alcoholic moiety to a nucleofugal species followed by a subsequent elimination step. While the alcohol is a quintessential functional group, selective dehydration of alcohols in complex molecular scaffolds has not been harnessed to allow molecular diversification strategies. We present the perspective of utilizing complex molecular compounds containing alcoholic functionalities to generate novel molecular constructs that impose on chemical space of characterized bioactivity. Nature inspires the direct and selective dehydration of alcohols in complex molecules and demonstrates a potential that has not yet been realized by chemical methodology. We present challenging substrates for direct and selective dehydration reactions and argue that chemical methodology solving the challenges presented will be valued by synthetic and natural product chemists alike.
截至 2020 年
在这篇综述中，我们介绍了在醇底物中进行脱水反应以提供烯烃产物的最新方法。醇的脱水通常通过醇部分的活化转化为亲核物种，然后进行后续消除步骤。虽然醇是一种典型的官能团，但在复杂的分子支架中选择性地脱水醇尚未被利用以允许分子多样化策略。我们提出了利用含有醇官能团的复杂分子化合物来生成新颖的分子结构的观点，这些结构强加于具有特征生物活性的化学空间。自然界激发了复杂分子中醇的直接和选择性脱水，并展示了尚未被化学方法学实现的潜力。我们提出了直接和选择性脱水反应的挑战性底物，并认为解决所提出的挑战的化学方法学将受到合成和天然产物化学家的重视。
