The brief introduction and extension to Retrosynthesis

Authors

  • Jiachun Zou
  • Jingqi Lin
  • Sutong He
  • Hanfei Zou

DOI:

https://doi.org/10.61173/7kerm954

Keywords:

background, disconnection, synthon, equivalent, funtional group, dioxygenation, retrosynthesis

Abstract

Retrosynthesis is a vital methodology to design a complex molecule through the opposite direction, which is the opposite direction: breaking bonds. Many principles need to follow the rules. This study aims to summarize the rudimentary basis of retrosynthesis and give some outlook on the chemical synthesis of important molecules with important utilization value.

References

[1] Carey F.A. Advanced Organic Chemistry. Springer, 2007.

[2] Clayden, Jonathan. Organic Chemistry. Oxford University Press, 2001. FIGURE 26: Retrosynthesis analysis 3.https://zh.m.wikipedia.org/zh-sg/%E9%B2%81%E5%AE%B for(3aS,6aS)-3a-methylhexahydro-4H- E%E9%80%8A%E6%88%90%E7%8E%AF%E5%8F%8D%E5 cyclopenta[b]furan-4-one %BA%94 As shown in the figure 26, first the furan ring in 4.https://www.differencebetween.com/difference-betweencompound 1 can be synthesized via the intramolecular synthon-and-synthetic-equivalent/ substitution of 2. Then the compound 2 may be obtained 5.Pei, Jian. Basic Organic Chemistry. Peking University Press, from 3 through the activation of primary alcohol with 2016. MsCl. Next the alcohol functionality in compound 3 6.Pyridinium chlorochromate. An efficient reagent for oxidation should be derived by the reduction ofaldehyde group of of primary and secondary alcohols to carbonyl compounds, 4which can be generated by means of oxidation reaction E.J. Corey, J. William Suggs, Tetrahedron Letters Volume of the double bonds in 5. The compound 5 would be 16, Issue 31, 1975, Pages 2647-2650, DOI: 10.1016/S0040- produced by protecting the secondary alcohol group in 4039(00)75204-X compound 6 with TMSC. Finally, compound 6 is planned 7.Pyridinium Chlorochromate: A Versatile Oxidant in Organic to be synthesized from diketone 7 by implementing a Synthesis, Piancatelli, A. Scettri, M. D’Auria, Synthesis 1982; desymmetric enantioselective reduction. The compound 7 1982 (4): 245-258, DOI: 10.1055/s-1982-29766, Review on the can be prepared from the commercially available diketone 8. applications of PCC in organic synthesis. Includes a discussion on the mechanism.

[6] CONCLUSION 8.The Mechanism of Robinsson Anualation.” Yumeto, 6 May 2020. To s u m u p , r e t r o s y n t h e s i s i s t h e p r o c e s s o f

[9] The original paper by Nobel Laureate Prof. E. J. Corey on the “deconstructing” a target molecule into readily available use of pyridinium chlorochromate as a mild oxidation reagent in starting materials. In the study of chemistry, it is very organic synthesis. difficult to make a complex compound from a simple

[10] The story of the discovery of PCC was rather serendipitous, material. The method is widely used to make drugs and as explained by Prof. Suggs in this blog post: https://blogs. other products by thinking backwards, starting with the sciencemag.org/pipeline/archives/2005/10/11/the_old_ compound molecule you want to make and then analysing stuff#comment-2123 which readily available reagents and reaction sequences

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Published

2023-06-01