Highly stereoselective access to 2,4- and 2,4,5-substituted tetrahydrofurans from α-silylacetic esters. A study of homoallylic stereocontrol.
TL;DR: In this article, electrophile-mediated cyclization of β-hydroxyhomoally-lsilanes, readily available from α-silylacetic esters, was used to synthesize tetrahydrofurans.
About: This article is published in Tetrahedron Letters.The article was published on 1993-01-01. It has received 23 citations till now.
Citations
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498 citations
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TL;DR: A survey of the most recent advances in this field is described in this paper, including transformations of allylsilanes through electrophilic, radical and organometallic processes, with particular emphasis on the stereocontrol arising from these processes.
208 citations
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106 citations
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TL;DR: In this article, α-Silyl-α-substituted acetic esters have been prepared in good yields and reasonable diastereoselectivities using an asymmetric metal carbene insertion into the Si-H bond.
50 citations
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TL;DR: In this article, an ELECTROPHILE MEDIATED HETEROATOM CYCLIZATION ONTO C-C π-BONDS is described.
46 citations
References
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TL;DR: In this paper, a review of the stereocontrolled methods by which these fragments have been prepared for polyether sythesis and includes a survey of routes to spiroketals of other natural products.
602 citations
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375 citations
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TL;DR: In this paper, a phenyldimethylsilyl group attached to carbon can be converted into a hydroxyl group using either bromine or mercuric ion in an acetic acid solution of peracetic acid.
176 citations