Journal of the Chemical Society. Chemical communications p. 1376 - 1378 (1991)
Update date:2022-08-04
Topics:
Morimoto, Yoshiki
Mikami, Atsushi
Shirahama, Haruhisa
A 1:1 mixture of the trisubstituted δ-lactones 11a and 11b was subjected to thermodynamically equilibrated conditions to give predominantly 11b with axial substituents rather than 11a with all equatorial ones, in contrast to the Prelog-Djerassi lactone derivatives 3a and 3b, and, further surprisingly, it has been found that the disubstituted lactone 10 also adopts a chair conformation with axial substituents.
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Doi:10.1039/c2cc32246c
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