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Solvent effect on the debromination/dehydrobromination of bromo-damascone
Cheng, Ying-Ying2; Ren, Tian-Lu1; Xu, Bao-Hua1; Tao, Hai-Sheng2; Zhang, Suo-Jiang1
2016-11-01
Source PublicationFLAVOUR AND FRAGRANCE JOURNAL
ISSN0882-5734
Volume31Issue:6Pages:420-428
Abstract

The dehydrogenative synthesis of -damascenone from -damascone via the related allyl bromide intermediate was studied in depth. The requisite dehydrobromination thereof was found strongly solvent system dependent. Under respective conditions, the product was identified as dehydrogenation-derived a, 4-alkoxy-derived b and 4-oxo-derived c, accordingly. In addition, the conversion from b to a was successfully accomplished, thereby offering an alternative access (with one step more) to reach -damascenone. Copyright (c) 2016 John Wiley & Sons, Ltd.

KeywordBeta-damascenone Solvent Effect Substitution Allyl Bromide Dehydrobromination
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences ; Life Sciences & Biomedicine
DOI10.1002/ffj.3332
Indexed BySCI
Language英语
WOS KeywordBETA-DAMASCENONE ; ALPHA-DAMASCONE ; CHEMOSELECTIVE OXIDATION ; IONONE ; IDENTIFICATION ; SULFOXIDE ; DMSO ; DERIVATIVES ; PRECURSOR ; ALCOHOLS
WOS Research AreaChemistry ; Food Science & Technology
WOS SubjectChemistry, Applied ; Food Science & Technology
Funding Organization973 Program(2015CB251401) ; National Natural Science Foundation of China(21476240) ; International Cooperation and Exchange of the National Natural Science Foundation of China(51561145020) ; Instrument Developing Project of the Chinese Academy of Sciences(YZ201521) ; CAS (Chinese Academy of Sciences) 100-Talent Program
WOS IDWOS:000385712600002
Citation statistics
Cited Times:1[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/21569
Collection多相复杂系统国家重点实验室
Affiliation1.Chinese Acad Sci, Beijing Key Lab Ionic Liquids Clean Proc, State Key Lab Multiphase Complex Syst, Key Lab Green Proc & Engn,Inst Proc Engn, Beijing 100190, Peoples R China
2.Anhui Normal Univ, Coll Chem & Mat Sci, Wuhu, Peoples R China
Recommended Citation
GB/T 7714
Cheng, Ying-Ying,Ren, Tian-Lu,Xu, Bao-Hua,et al. Solvent effect on the debromination/dehydrobromination of bromo-damascone[J]. FLAVOUR AND FRAGRANCE JOURNAL,2016,31(6):420-428.
APA Cheng, Ying-Ying,Ren, Tian-Lu,Xu, Bao-Hua,Tao, Hai-Sheng,&Zhang, Suo-Jiang.(2016).Solvent effect on the debromination/dehydrobromination of bromo-damascone.FLAVOUR AND FRAGRANCE JOURNAL,31(6),420-428.
MLA Cheng, Ying-Ying,et al."Solvent effect on the debromination/dehydrobromination of bromo-damascone".FLAVOUR AND FRAGRANCE JOURNAL 31.6(2016):420-428.
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