Remote regio- and stereocontrol by the sulfinyl group: Diels-Alder reaction of sulfinyl dienols and 8,8-dimethylnaphthalene-1,4,5(8H)-trione
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Remote regio- and stereocontrol by the sulfinyl group: Diels-Alder reaction of sulfinyl dienols and 8,8-dimethylnaphthalene-1,4,5(8H)-trione
Abstract
Diels-Alder cycloaddition of 8,8-dimethylnaphthalene-1,4,5(8H)-trione with diastereomeric hydroxysulfinyldienes proceeded with high yields and good π-facial and regioselectivities. The hydroxysulfoxide moiety controls the regio- and stereoselectivities, through hydrogen bonds in the suggested transition state. © 2012 Elsevier Ltd. All rights reserved.
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URI: https://repositorio.uchile.cl/handle/2250/155003
DOI: 10.1016/j.tetasy.2012.11.017
ISSN: 09574166
1362511X
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Tetrahedron Asymmetry, Volumen 24, Issue 1, 2018, Pages 56-61
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