81239-98-7Relevant academic research and scientific papers
ACYLATION OF THE 4,5- AND 5,6-DOUBLE BOND ISOMERS OF 3-STEROIDAL THIAZOLIDINES. THE CHEMICAL STABILITY OF SPIRO 3-STEROIDAL 4,5- AND 5,6-DOUBLE BOND ISOMERS
Sloan, K. B.,Bodor, N.,Zupan, J.
, p. 3463 - 3466 (1981)
It has been shown that the 5,6-double bond steroidal thiazolidines can be N-acylated if there is no substituent in the 4'-position on the thiazolidine ring; substituents in the 4'-position of the thiazolidine sterically hinder acylation.On the other hand, the 4,5-double bond steroidal thiazolidine isomers decomposed on attempted acylation.The lability of these 4,5-double bond isomers was attributed to the contribution oh hyperconjugative resonance form to the structure of the 4,5-double bond isomers.
