3,7-二甲基-7-羟基-2-辛烯-1,6-内酯和(E)-6,7-二羟基-3,7-二甲基-2-辛烯酸的全合成
收稿日期: 2014-06-05
修回日期: 2014-07-02
网络出版日期: 2014-07-15
基金资助
“十二五”科技支撑计划(No.2011BAE06B04)和国家自然科学基金(No.21172254)资助项目.
Total Synthesis of 3,7-Dimethyl-7-hydroxy-2-octen-1,6-olide and (E)-6,7-Dihydroxy-3,7-dimethyl-2-octenic Acid
Received date: 2014-06-05
Revised date: 2014-07-02
Online published: 2014-07-15
Supported by
Project supported by the National Key Technologies R&D Program (No.2011BAE06B04) and the National Natural Science Foundation of China (No.21172254).
以甲基庚烯酮为原料经Wittig反应、水解、环氧化和分子内环化或开环等4步反应分别以6.4%和23.7%的总收率完成了天然产物3,7-二甲基-7-羟基-2-辛烯-1,6-内酯和(E)-6,7-二羟基-3,7-二甲基-2-辛烯酸的全合成, 它们的结构经1H NMR, 13C NMR和ESI-MS的确证.
董宏波 , 杨明艳 , 汤博 , 王明安 . 3,7-二甲基-7-羟基-2-辛烯-1,6-内酯和(E)-6,7-二羟基-3,7-二甲基-2-辛烯酸的全合成[J]. 有机化学, 2014 , 34(11) : 2350 -2353 . DOI: 10.6023/cjoc201406005
The total synthesis of 3,7-dimethyl-7-hydroxy-2-octen-1,6-olide and (E)-6,7-dihydroxy-3,7-dimethyl-2-octenic acid were carried out though Wittig reaction, hydrolyzation, epoxidation and intramolecular cyclization or ring-opening in overall yields of 6.4% and 23.7% using 6-methyl-5-hepten-2-one as raw materials, and their structures were characterized by 1H NMR, 13C NMR and ESI-MS spectral data.
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