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분자활성촉매반응연구단
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Diastereoselective Construction of α-Silyltetrahydropyranols through Silyl-Oxa-Prins Cyclization

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Title
Diastereoselective Construction of α-Silyltetrahydropyranols through Silyl-Oxa-Prins Cyclization
Author(s)
Narasimhulu Gandhamsetty; Soyeon Jee; Sukbok Chang
Subject
Aldehydes, ; Cyclization, ; Diastereoselectivity, ; Oxygen heterocycles, ; Silicon
Publication Date
2017-01
Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2017, no.4, pp.933 - 938
Publisher
WILEY-V C H VERLAG GMBH
Abstract
The Brønsted acid mediated selective silyl-oxa-Prins cyclization of α-silyloxy homoallylsilanes with various aldehydes was achieved. Synthetically valuable α-silyltetrahydropyranol products were obtained in high yields with excellent diastereoselectivities. Both syn- and anti-isomeric tetrahydropyranols were selectively obtained by tuning the olefinic geometry of the substrates. The procedure is operationally simple and convenient to perform even on a large scale under mild conditions. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinhei
URI
https://pr.ibs.re.kr/handle/8788114/3496
DOI
10.1002/ejoc.201601631
ISSN
1434-193X
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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