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Concise synthesis of multiply substituted stereodefined cis,cis-2,4-diene-1,6-dials, cis,cis-2,4-diene-1,6-diols and further applications |
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| Authors: | Guoliang Mao Jinglong Chen Zhenfeng Xi |
| Institution: | a Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China b Department of Chemistry, The University of Tokyo, Bunkyo-ku, Tokyo 113-0033, Japan c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China |
| Abstract: | Reactions of 1,4-dilithio-1,3-dienes with DMF afforded multiply substituted stereodefined cis,cis-2,4-diene-1,6-dials in high yields. Treatment of these 1,6-dials with LiAlH4 or RLi resulted in the formation of their corresponding 1,6-diols. These bifunctional compounds, cis,cis-2,4-diene-1,6-dials and -1,6-diols are otherwise not readily available. Further reaction of these 1,6-diols with an aldehyde catalyzed by strong acids led to the formation of oxacycles of novel structures. |
| Keywords: | Multi-substituted cis cis-2 4-diene-1 6-dials Multi-substituted cis cis-2 4-diene-1 6-diols 1 4-Dilithiobutadienes |
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