Divergent synthesis of complex diterpenes through a hybrid oxidative approach

doi:10.1126/science.abb8271

GSTDTAP > 气候变化

DOI	10.1126/science.abb8271
	Divergent synthesis of complex diterpenes through a hybrid oxidative approach
	Xiao Zhang; Emma King-Smith; Liao-Bin Dong; Li-Cheng Yang; Jeffrey D. Rudolf; Ben Shen; Hans Renata
	2020-08-14
发表期刊	Science
出版年	2020
英文摘要	Diterpene natural products are built from a 20-carbon building block, with a huge range of possible structures and modifications. Chemical synthesis of specific molecules, some of which have valuable biological activities, is tricky because of the need for selective oxidations and rearrangements when starting from widely available scaffolds. Zhang et al. characterized selectivities for three oxidative enzymes that each attack different positions on a common scaffold. They then seamlessly combined chemical transformations with the enzymatic oxidations to produce nine distinct compounds across three families of diterpenes. These results highlight the potential of hybrid organic-biocatalytic synthetic schemes for divergent synthesis. Science , this issue p. [799][1] Polycyclic diterpenes exhibit many important biological activities, but de novo synthetic access to these molecules is highly challenging because of their structural complexity. Semisynthetic access has also been limited by the lack of chemical tools for scaffold modifications. We report a chemoenzymatic platform to access highly oxidized diterpenes by a hybrid oxidative approach that strategically combines chemical and enzymatic oxidation methods. This approach allows for selective oxidations of previously inaccessible sites on the parent carbocycles and enables abiotic skeletal rearrangements to additional underlying architectures. We synthesized a total of nine complex natural products with rich oxygenation patterns and skeletal diversity in 10 steps or less from ent -steviol. [1]: /lookup/doi/10.1126/science.abb8271
领域	气候变化 ; 资源环境
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引用统计
文献类型	期刊论文
条目标识符	http://119.78.100.173/C666/handle/2XK7JSWQ/288081
专题	气候变化资源环境科学
推荐引用方式 GB/T 7714	Xiao Zhang,Emma King-Smith,Liao-Bin Dong,et al. Divergent synthesis of complex diterpenes through a hybrid oxidative approach[J]. Science,2020.
APA	Xiao Zhang.,Emma King-Smith.,Liao-Bin Dong.,Li-Cheng Yang.,Jeffrey D. Rudolf.,...&Hans Renata.(2020).Divergent synthesis of complex diterpenes through a hybrid oxidative approach.Science.
MLA	Xiao Zhang,et al."Divergent synthesis of complex diterpenes through a hybrid oxidative approach".Science (2020).