Chem. J. Chinese Universities ›› 1998, Vol. 19 ›› Issue (S1): 99.
• Organic Synthesis Chemistry • Previous Articles Next Articles
Jian-Xin Wang, Tong-Shuang Li, Xue-Jing Zheng
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Abstract: Betulin (1a) is an abundant natural product in the birch bark. Betulin itself currently has little usage. However, allobetulin (2a) has been used as an important intermediate in the further transformation of triterpenoids and as a sample for biological studies.1 For example, allobetulin was further transformed to a highly active antifeedant for heliothis zea larvae. Some biomarkers (3a,b; 4a,b) with the same or similar structure as ring-E of 2a were identified in a brown coal.3 Consequently, the conversion of 1a to synthetically, biologically and geochemically more important 2a is of great significance. The transformation of 1a to 2a was reported as early as 1922 by Schulze et al in which betulin was isomerized by formic acid, involving formation and hydrolysis of allobetulin formate, to give 2a in moderate yield.4
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Jian-Xin Wang, Tong-Shuang Li, Xue-Jing Zheng. Synthesis of Allobetulin, 28-Oxyallobetulin and Related Biomarkers from Betulin and Betulinic Acid Catalysed by Solid Acids[J]. Chem. J. Chinese Universities, 1998, 19(S1): 99.
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