Citation: Jiong YANG, Tong Shuang LI, Yu Lin LI. The Stereochemistry of the Migrating Groups in the Pyrolysis of Stable Steroidal Ozonides[J]. Chinese Chemical Letters, ;1996, 7(11): 997-998. shu

The Stereochemistry of the Migrating Groups in the Pyrolysis of Stable Steroidal Ozonides

a Department of Chemistry Hebei University Baoding 071002;
b State Key Laboratory of Applied Organic Chemistry and Institute of Organic Crganic Chemistry,Lanzhou University,Lanzhou 730000

Received Date: 26 June 1996

Fund Project: This project was supported by State Education Commission of China, National Natural Science Foundation of China and Education Commission of Hebei Province. We would like to thank professor Xiao Tian Liang, Institute of Material Medica, Chinese Academy of Medical Sciences, Beijing, for his suggestion and encouragement.

Diacholest-13(17)-ene ozonides(1a and lb)and 4,4-dimethyldiacholest-13(17)-ene ozonides(2a and 2b)underwent pyrolysis to afford the coressponding 17-oxo-13,14;13,17-disecodiacholestano-13,14-lactones(3a and 3b)and 4,4-dimethyl-17-oxo-13,14;13,17-disecodiacholestano-13,14-lactones(4a and 4b),respectively.The stereochemistry of the migrating groups was proven to be conserved by comparison with the Baeyer-Villiger oxidation of the corresponding 13,17-secodiacholesta-13,17-diones(5)and 4,4-dimethyl-13,17secodiacholesta-13,17-diones(6).
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