Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress

With increasing demand for customized commodities and the greater insight and understanding of olfaction, the synthesis of fragrances with diverse structures and odor characters has become a core task. Recent progress in organic synthesis and catalysis enables the rapid construction of carbocycles a...

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Main Authors: Zhigeng Lin, Baoying Huang, Lufeng Ouyang, Liyao Zheng
Format: Article
Language:English
Published: MDPI AG 2022-06-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/11/3576
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author Zhigeng Lin
Baoying Huang
Lufeng Ouyang
Liyao Zheng
author_facet Zhigeng Lin
Baoying Huang
Lufeng Ouyang
Liyao Zheng
author_sort Zhigeng Lin
collection DOAJ
description With increasing demand for customized commodities and the greater insight and understanding of olfaction, the synthesis of fragrances with diverse structures and odor characters has become a core task. Recent progress in organic synthesis and catalysis enables the rapid construction of carbocycles and heterocycles from readily available unsaturated molecular building blocks, with increased selectivity, atom economy, sustainability and product diversity. In this review, synthetic methods for creating cyclic fragrances, including both natural and synthetic ones, will be discussed, with a focus on the key transformations of alkenes, alkynes, dienes and enynes. Several strategies will be discussed, including cycloaddition, catalytic cyclization, ring-closing metathesis, intramolecular addition, and rearrangement reactions. Representative examples and the featured olfactory investigations will be highlighted, along with some perspectives on future developments in this area.
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spelling doaj.art-a4d489ed51714b9484d82fbc07686ccf2023-11-23T14:31:00ZengMDPI AGMolecules1420-30492022-06-012711357610.3390/molecules27113576Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent ProgressZhigeng Lin0Baoying Huang1Lufeng Ouyang2Liyao Zheng3School of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou 510006, ChinaSchool of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou 510006, ChinaSchool of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou 510006, ChinaSchool of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou 510006, ChinaWith increasing demand for customized commodities and the greater insight and understanding of olfaction, the synthesis of fragrances with diverse structures and odor characters has become a core task. Recent progress in organic synthesis and catalysis enables the rapid construction of carbocycles and heterocycles from readily available unsaturated molecular building blocks, with increased selectivity, atom economy, sustainability and product diversity. In this review, synthetic methods for creating cyclic fragrances, including both natural and synthetic ones, will be discussed, with a focus on the key transformations of alkenes, alkynes, dienes and enynes. Several strategies will be discussed, including cycloaddition, catalytic cyclization, ring-closing metathesis, intramolecular addition, and rearrangement reactions. Representative examples and the featured olfactory investigations will be highlighted, along with some perspectives on future developments in this area.https://www.mdpi.com/1420-3049/27/11/3576cyclizationcycloadditioncarbocyclesheterocyclesunsaturated hydrocarbonsnatural fragrances
spellingShingle Zhigeng Lin
Baoying Huang
Lufeng Ouyang
Liyao Zheng
Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress
Molecules
cyclization
cycloaddition
carbocycles
heterocycles
unsaturated hydrocarbons
natural fragrances
title Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress
title_full Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress
title_fullStr Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress
title_full_unstemmed Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress
title_short Synthesis of Cyclic Fragrances via Transformations of Alkenes, Alkynes and Enynes: Strategies and Recent Progress
title_sort synthesis of cyclic fragrances via transformations of alkenes alkynes and enynes strategies and recent progress
topic cyclization
cycloaddition
carbocycles
heterocycles
unsaturated hydrocarbons
natural fragrances
url https://www.mdpi.com/1420-3049/27/11/3576
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AT baoyinghuang synthesisofcyclicfragrancesviatransformationsofalkenesalkynesandenynesstrategiesandrecentprogress
AT lufengouyang synthesisofcyclicfragrancesviatransformationsofalkenesalkynesandenynesstrategiesandrecentprogress
AT liyaozheng synthesisofcyclicfragrancesviatransformationsofalkenesalkynesandenynesstrategiesandrecentprogress