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

被引:9
作者
Lin, Zhigeng [1 ]
Huang, Baoying [1 ]
Ouyang, Lufeng [1 ]
Zheng, Liyao [1 ]
机构
[1] Guangzhou Univ, Sch Chem & Chem Engn, Guangzhou 510006, Peoples R China
关键词
cyclization; cycloaddition; carbocycles; heterocycles; unsaturated hydrocarbons; natural fragrances; synthetic odorants; transition-metal catalysis; asymmetric organocatalysis; cascade; tandem; domino reaction; PALLADIUM-CATALYZED CYCLOISOMERIZATION; SILICON-CONTAINING DERIVATIVES; RING-CLOSING METATHESIS; DIELS-ALDER REACTIONS; OLFACTORY PROPERTIES; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; KEY ODORANTS; RECEPTOR; CYCLIZATIONS;
D O I
10.3390/molecules27113576
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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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页数:27
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