Know More
Weblinks http://www.slideshare.net/dragnerkar/retrosynthesis-agn-compatibility-mode https://archive.uea.ac.uk/~c286/notes/retrosynthesis.htm https://en.wikipedia.org/wiki/Retrosynthetic_analysis
Suggested Readings Overview
Title Organic Synthesis: The Disconnection Approach
Authors Stuart Warren, Paul Wyatt
CHEMISTRY Paper No. 14: Organic Chemistry –IV (Advance Organic Synthesis and Supramolecular Chemistry and carbocyclic rings) Module No. 5: C-C disconnections of alcohols
Edition 2
Publisher John Wiley & Sons, 2011
ISBN 1119965535, 9781119965534
Title March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure March's Advanced Organic Chemistry
Author Michael B. Smith
Edition 7, illustrated
Publisher Wiley, 2013
ISBN 0470462590, 9780470462591
CHEMISTRY Paper No. 14: Organic Chemistry –IV (Advance Organic Synthesis and Supramolecular Chemistry and carbocyclic rings) Module No. 5: C-C disconnections of alcohols
Title The logic of chemical synthesis
Author E.J. Corey
Publisher Рипол Классик
ISBN 5885010811, 9785885010818
Glossary
D
Disconnection- a retrosynthetic step involving the breaking of a bond to form two (or more) synthons.
P
Peroxy acid- (often spelled as one word, peroxyacid, and sometimes called peracid) is an acid which contains an acidic –OOH group.
R
Retrosynthetic analysis- is a technique for solving problems in the planning of organic syntheses. This is achieved by transforming a target molecule into simpler precursor structures without assumptions regarding starting materials. Each precursor material is examined using the same method.
S
CHEMISTRY Paper No. 14: Organic Chemistry –IV (Advance Organic Synthesis and Supramolecular Chemistry and carbocyclic rings) Module No. 5: C-C disconnections of alcohols
Synthons - a constituent part of a molecule to be synthesized which is regarded as the basis of a synthetic procedure.
Time-Lines
Timelines Image Description
1990A.D. Elias James Corey He won the Nobel Prize in Chemistry "for his development of the theory and methodology of organic synthesis specifically retrosynthetic analysis.
Origin of retrosynthetic analysis
Description In October 1957, Corey began to shape his many ideas on chemical synthesis into a coherent strategy that became known as retrosynthetic analysis. At that time the traditional way of designing laboratory syntheses of complicated organic molecules, utilized brilliantly by several chemists around the world, was to begin with simple (or at
CHEMISTRY Paper No. 14: Organic Chemistry –IV (Advance Organic Synthesis and Supramolecular Chemistry and carbocyclic rings) Module No. 5: C-C disconnections of alcohols
least readily available) building blocks that could be assembled by a sequence of reactions to form the desired target molecule. Corey, on the other hand, planned his syntheses by theoretically breaking the target molecule into parts from which it could likely be made and then continuing the disassembly process until simple starting materials were arrived at. By retrosynthetic analysis each target molecule could be disassembled into several different synthetic schemes, every step of which was based on known reactions of related molecules. A combination of intelligent selection and experimental trial and error could then be applied to achieve a successful synthesis of the target molecule. This synthetic strategy subsequently became the norm for organic synthesis.
Before Corey, synthetic chemists had generally incorporated a certain amount of retrosynthetic insight into their reaction sequences, but none had made retrosynthetic thinking the core strategy of his syntheses.
Corey went on to pioneer the use of computers in retrosynthetic analysis to generate potential synthetic pathways, and such computer-assisted synthetic analysis has become widespread.
SOURCE- https://www.britannica.com/biography/Elias-James-Corey#ref116029
CHEMISTRY Paper No. 14: Organic Chemistry –IV (Advance Organic Synthesis and Supramolecular Chemistry and carbocyclic rings) Module No. 5: C-C disconnections of alcohols
Add-on achievements to disconnection approach
Description Through intelligent application of retrosynthetic techniques, Corey’s research group achieved successful syntheses of more than 100 natural products of widely differing and complex structural types. In the late 1960s, he synthesized a series of biochemically important molecules, the prostaglandins, and in the 1970s he followed with the leukotrienes, a group of biologically active fatty acids. Another remarkable achievement was the synthesis in 1988 of ginkgolide B, a substance found in trace amounts in the roots of the ginkgo tree that is responsible for the medicinal effects of a Chinese folk medicine employing ginkgo extract. In 1989, in collaboration with Cheng Xue-Min, Corey published full details of his synthetic methodologyand techniques in The Logic of Chemical Synthesis. The following year Corey was awarded the Nobel Prize for Chemistry. In order to achieve the laboratory syntheses of target molecules, Corey’s research group also developed dozens of original reagents and synthetic reactions, together with several molecules that have many of the properties of catalytic enzymes. Corey dubbed such valuable molecules molecular robots because of their ability to repetitively add molecular fragments in structurally predetermined ways.
SOURCE- https://www.britannica.com/biography/Elias-James-Corey#ref116029
Research journals
DESCRIPTION
CHEMISTRY Paper No. 14: Organic Chemistry –IV (Advance Organic Synthesis and Supramolecular Chemistry and carbocyclic rings) Module No. 5: C-C disconnections of alcohols
An Improved Synthesis of the “Miracle Nutrient” Coenzyme Q10
Bruce H. Lipshutz, Asher Lower, Volker Berl, Karin Schein and Frank Wetterich Department of Chemistry and Biochemistry, University of California−Santa Barbara, Santa Barbara, California 93106, and BASF AG, GV-B9, 67056 Ludwigshafen, Germany Org. Lett., 2005, 7 (19), pp 4095–4097 DOI: 10.1021/ol051329y Publication Date (Web): August 18, 2005 Copyright © 2005 American Chemical Society
SOURCE- http://pubs.acs.org/doi/abs/10.1021/ol051329y
CHEMISTRY Paper No. 14: Organic Chemistry –IV (Advance Organic Synthesis and Supramolecular Chemistry and carbocyclic rings) Module No. 5: C-C disconnections of alcohols
CHEMISTRY Paper No. 14: Organic Chemistry –IV (Advance Organic Synthesis and Supramolecular Chemistry and carbocyclic rings) Module No. 5: C-C disconnections of alcohols