4.4 Article

Ring rearrangement metathesis of 2-allylbicyclo[2.2.2]octenes: a short entry to cis-hydrindenols from 2-methoxyphenols

期刊

TETRAHEDRON LETTERS
卷 54, 期 24, 页码 3055-3059

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.03.142

关键词

Masked o-benzoquinones; Diels-Alder reactions; 2-Allylbicyclo[2.2.2]octenols; Ring-rearrangement metathesis; cis-Hydrindenol

资金

  1. CYCU distinctive research area project [CYCU-99-CR-CH]
  2. National Science Council (NSC) of Taiwan [NSC 99-2113-M-033-002, 100-2113-M-033-005]
  3. NSC of Taiwan [NSC 100-2811-M-033-008]

向作者/读者索取更多资源

We described the highly efficient synthesis of cis-hydrindenols from 2-allylbicyclo[2.2.2]octenol derivatives using the Diels-Alder adducts of masked o-benzoquinones (MOBs) with suitable dienophiles, as precursors for ring-rearrangement metathesis (RRM). These facile, versatile, and operationally simple transformation strategies produced cis-hydrindenol products with four stereo-centers and a tertiary hydroxyl functional group. (C) 2013 Elsevier Ltd. All rights reserved.

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