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Contents Vol 74(5)

The Future of Retrosynthesis and Synthetic Planning: Algorithmic, Humanistic or the Interplay?

Craig M. Williams https://orcid.org/0000-0002-3834-7398 A B and Madeleine A. Dallaston https://orcid.org/0000-0002-9247-9682 A
+ Author Affiliations
- Author Affiliations

A School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, Qld 4072, Australia.

B Corresponding author. Email: c.williams3@uq.edu.au




Craig M. Williams (C.M.W.) was born in Adelaide, Australia. He received his B.Sc. (Hons) degree in chemistry in 1994 from Flinders University. In 1997, he was awarded his Ph.D. in organic chemistry from the same institution under the supervision of Professor Rolf H. Prager. He undertook post-doctoral studies as an Alexander von Humboldt Fellow working with Professor Armin de Meijere at the Georg-August-Universität, Göttingen, Germany, from 1997 to 1999. In early 1999, he accepted a second post-doctoral fellowship at the Australian National University with Professor Lewis N. Mander. Professor Williams has held an academic position at the University of Queensland since 2000, and during this time has won a number of awards including a Thieme Chemistry Journals Award in 2007, an Australian Research Council Future Fellowship award in 2011, and the Award for Outstanding Contribution to Research (SCMB, UQ, 2019). The Williams research group explores numerous interests within the discipline of organic chemistry (e.g. medicinal chemistry, fundamental molecules, natural product isolation, microelectronics, drug and agrichemical development, impact sensitive molecules) enabled by organic synthesis refined through the construction of biologically active complex natural products (diterpenes, polyketides, alkaloids), and designs synthetic methodology to assist in this endeavour (synthetic transformations and reagents). Professor Williams especially enjoys teaching whole molecule retrosynthesis to undergraduate and post-graduate students.


Madeleine A. Dallaston (M.A.D.) was born in Leicester, England, and grew up in Brisbane, Australia. In 2016, she received her B.Sc. from Griffith University, earning the RACI Queensland Branch Prize for that year. In 2017, she undertook a B.Sc. (Hons) at the University of Queensland in collaboration with Defense Science and Technology, working on energetic materials for countermeasures development. She then commenced her Ph.D. in organic chemistry at the University of Queensland under the supervision of Professor Williams and G. Paul Savage in 2018, focusing on the synthesis of novel heterocycles for application as bioisosteres.

Australian Journal of Chemistry 74(5) 291-326 https://doi.org/10.1071/CH20371
Submitted: 21 December 2020  Accepted: 25 March 2021   Published: 12 May 2021

Journal Compilation © CSIRO 2021 Open Access CC BY

Abstract

The practice of deploying and teaching retrosynthesis is on the cusp of considerable change, which in turn forces practitioners and educators to contemplate whether this impending change will advance or erode the efficiency and elegance of organic synthesis in the future. A short treatise is presented herein that covers the concept of retrosynthesis, along with exemplified methods and theories, and an attempt to comprehend the impact of artificial intelligence in an era when freely and commercially available retrosynthetic and forward synthesis planning programs are increasingly prevalent. Will the computer ever compete with human retrosynthetic design and the art of organic synthesis?

Keywords: retrosynthesis, biomimetic synthesis, natural products, computer assisted synthesis, total synthesis, computer assisted retrosynthesis, artificial intelligence, antithetic analysis.


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