Journal of the American Chemical Society p. 6683 - 6695 (1986)
Update date:2022-07-30
Topics:
Khouri, Farid F.
Kaloustian, Moses K.
This study deals with hemiorthothiol-RC(OR')2SH-tetrahedral intermediates including (a) two acyclic ones of type <11>, (b) two types of monocyclics <12> and <13>, and (c) four bicyclic systems <14>, <15>, <16>, and <17>.The breakdown of <11> (R = Ph, R' = Et) led to thiono esters 34 and 35; that of <12> (R = Me, Ph) resulted in hydroxy thiono esters 36-39, whereas the cleavage of <13> (R =Me, Et) yielded thionolactones 49-53 and hydroxy thiono esters 55-58.The study of rigid bicyclic intermediates <14>-<17> helped uncover the role of stereoelectronic effects in the breakdown of hemiorthothiol tetrahedral intermediates.Finally, a family of isolable hemiorthothiolate tetrahedral intermediates-RC(OR')2S-+Na-viz. <91->-<94-> (monocyclic) and <20-> (bicyclic) is reported.
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Doi:10.1016/j.tetlet.2008.05.026
(2008)Doi:10.1039/c39800000034
(1980)Doi:10.1002/zfch.19850251009
(1985)Doi:10.1126/science.1220712
(2012)Doi:10.1055/s-2008-1072719
(2008)Doi:10.1007/BF00811103
(1985)