Preparation of 3′-phosphonate analogs of 2′,3′-dideoxynucleosides

Lau, Wai Y.; Zhang, Lihua; Wang, Jianwu; Dongliang, Cheng; Zhao, Kang

doi:10.1016/0040-4039(96)00829-5

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Tetrahydrofuranes and G-lactones1

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2004

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Cited by 15 publications

(1 citation statement)

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“…The preparation of methylenephosphonate analogues of 2-deoxyribose-3-phosphate 147,148 and related carboanalogues 149 has been reported. More recently, a synthesis of (-)-botryodiplodin using a stereoselective cyclization controlled by the acetal center illustrates the synthesis of a polysubtituted tetrahydrofuran derivative (Scheme 52).…”

Section: Tetrahydrofuranes and G-lactonesmentioning

confidence: 99%

Radical Cyclization of Haloacetals: The Ueno-Stork Reaction

Salom‐Roig¹,

Dénès²,

Renaud³

2004

Synthesis

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The formation of the C-C bond using radical cyclization of haloacetals (Ueno-Stork reaction) has proven to be an extremely efficient method to access g-lactones and related compounds. This reaction is also highly attractive for the regio-and stereoselective introduction of side chains to cyclic and acyclic allylic alcohols. It has been used as a key step in many natural product syntheses and has proven to be particularly efficient for the stereoselective generation of quaternary carbon centers. This review focuses on the different methods available to carry out this radical cyclization, as well as on the stereochemical aspect of the reaction and its applications in total synthesis.

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Section: Tetrahydrofuranes and G-lactonesmentioning

confidence: 99%