Tetrahedron p. 3463 - 3466 (1981)
Update date:2022-08-16
Topics:
Sloan, K. B.
Bodor, N.
Zupan, J.
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.
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Doi:10.1021/jo00133a004
(1982)Doi:10.1016/S0022-328X(00)86823-0
(1982)Doi:10.1007/BF00814340
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(1988)Doi:10.1246/cl.1982.387
(1982)Doi:10.1007/BF00842831
(1983)