Tetrahedron letters2022，Vol.973.DOI:10.1016/j.tetlet.2022.153746

Benzyl chlorides as aldehyde surrogates in the Prins cyclization: Direct access to 2-aryl-4-chlorotetrahydropyrans

Reddy, E. Pravardhan Padmaja, P. Shekar, P. Chandra Reddy, K. Kamalaker Reddy, B. V. Subba
Tetrahedron letters2022，Vol.973.DOI:10.1016/j.tetlet.2022.153746
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  • NSTL
  • Elsevier

Benzyl chlorides as aldehyde surrogates in the Prins cyclization: Direct access to 2-aryl-4-chlorotetrahydropyrans

Reddy, E. Pravardhan 1Padmaja, P. 1Shekar, P. Chandra 1Reddy, K. Kamalaker 1Reddy, B. V. Subba1
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作者信息

  • 1. CSIR Indian Inst Chem Technol
  • 折叠

Abstract

An efficient synthesis of 2-aryl-4-chloro-tetrahydropyrans has been accomplished from benzyl chlorides and homoallylic alcohols using FeCl3 as a promoter through a sequential oxidation/Prins cyclization in high yields. This is the first report on the use of benzyl chlorides as surrogates for aldehydes in the Prins cyclization. (C) 2022 Elsevier Ltd. All rights reserved.

Key words

Prins cyclization/Tetrahydropyrans/Benzyl halides/Ferric chloride/ONE-POT/DIASTEREOSELECTIVE SYNTHESIS/FORMAL SYNTHESIS/3-COMPONENT SYNTHESIS/HOMOALLYLIC ALCOHOLS/AROMATIC-ALDEHYDES/OXIDATION/HALIDES/EPOXIDES/CATALYST

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN：0040-4039
参考文献量58
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