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In general, the total synthesis of natural products is a non-commercial research activity, aimed at deeper understanding of the synthesis of particular natural product frameworks, and the development of fundamental new synthetic methods. Even so, it is of tremendous commercial and societal importance.
Ribosomally synthesized and post-translationally modified peptides (RiPPs), also known as ribosomal natural products, are a diverse class of natural products of ribosomal origin. [1] Consisting of more than 20 sub-classes, RiPPs are produced by a variety of organisms , including prokaryotes , eukaryotes , and archaea , and they possess a wide ...
Total synthesis targets can also be organometallic or inorganic. [5] [6] While total synthesis aims for complete construction from simple starting materials, modifying or partially synthesizing these compounds is known as semisynthesis. Natural product synthesis serves as a critical tool across various scientific fields.
Based on a proposed biosynthesis pathway of proto-daphniphylline from squalene, Clayton Heathcock and co-workers developed a remarkably elegant and short total synthesis of proto-daphniphylline from simple starting materials. [11] This is an example of how biomimetic synthesis can simplify the total synthesis of a complex natural product.
The β-lactamase inhibitor Cilastatin provides an instructive example of Simmons-Smith reactivity in natural products synthesis. An allyl substituent on the starting material is Simmons-Smith cyclopropanated, and the carboxylic acid is subsequently deprotected via ozonolysis to form the precursor .
Organic synthesis is an important chemical process that is integral to many scientific fields. Examples of fields beyond chemistry that require organic synthesis include the medical industry, pharmaceutical industry, and many more. Organic processes allow for the industrial-scale creation of pharmaceutical products.
Cascade reactions are often key steps in the efficient total synthesis of complex natural products. The key step in Heathcock's synthesis of dihydroprotodaphniphylline features a highly efficient cascade involving two aldehyde/amine condensations, a Prins-like cyclization, and a 1,5-hydride transfer to afford a pentacyclic structure from an acyclic starting material.
A classic example is the synthesis of 1,2,3,4-tetraphenylnaphthalene. [27] Tetrabromobenzene can react with butyllithium and furan to form a tetrahydroanthracene [28] diaryne reaction with furan [4+2] cycloadditions of arynes have been commonly applied to natural product total synthesis.