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 : The Disconnection Approach

Authors Stuart Warren, Paul Wyatt

CHEMISTRY Paper No. 14: –IV (Advance Organic Synthesis and Supramolecular Chemistry and carbocyclic rings) Module No. 5: C-C disconnections of

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) .

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. He won the in Chemistry "for his development of the theory and methodology of organic synthesis specifically .

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 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 , 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