The first asymmetric total synthesis of the antiviral natural product (+)-sattazolin is reported. The total synthesis allowed for unambiguous assignment of the absolute configuration of the hydroxyl bearing stereocenter. Strategies to circumvent an unanticipated alpha-ketol rearrangement encountered in the final steps are also outlined. (C) 2012 Elsevier Ltd. All rights reserved.
A synthetic route to anti aminoalkyl epoxides by stereocontrolled reductive amination of ketoepoxides
作者:Laurent Pégorier、Yves Petit、Marc Larchevêque
DOI:10.1039/c39940000633
日期:——
anti-Aminoalkyl epoxides are synthesized in an enantiomerically pure form by stereoselective reductive amination of ketoepoxides derived from methyl glycidate with tetramethylammonium triacetoxyborohydride.
作者:Kevin M. Snyder、Trevor S. Doty、Spencer P. Heins、Aimee L. DeSouchet、Kenneth A. Miller
DOI:10.1016/j.tetlet.2012.10.124
日期:2013.1
The first asymmetric total synthesis of the antiviral natural product (+)-sattazolin is reported. The total synthesis allowed for unambiguous assignment of the absolute configuration of the hydroxyl bearing stereocenter. Strategies to circumvent an unanticipated alpha-ketol rearrangement encountered in the final steps are also outlined. (C) 2012 Elsevier Ltd. All rights reserved.
Nasarow; Achrem, Zhurnal Obshchei Khimii, 1952, vol. 22, p. 442,446; engl. Ausg. S. 509, 510