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A new synthetic route for the synthesis of enantioenriched 1,2,3,4-tetrahydronaphthalene-derived 1,3-diols.

Authors :
Cheng, Feng
Cai, Chen
Yang, Xing
Lin, Zi-Wei
Hu, Xiao-Song
Huang, Yi-Yong
Source :
Synthetic Communications. 2018, Vol. 48 Issue 22, p2859-2865. 7p. 4 Diagrams, 1 Chart.
Publication Year :
2018

Abstract

In this report, we presented a new approach to access a (1,3-butadiene-2-yl)carbinol, (1R,2R)- and (1S,2S)-1-(hydroxymethyl)-1-vinyl-1,2,3,4-tetrahydronaphthalene-2-ols. Starting from commercially available 1,4-diol-2-butyne, a six-step synthesis involving dibromination, Zn-mediated addition reaction of phenylpropyl aldehyde, epoxidation, epoxy-arene cyclization, and resolution with D(+)-Camphor afforded the title compounds. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00397911
Volume :
48
Issue :
22
Database :
Academic Search Index
Journal :
Synthetic Communications
Publication Type :
Academic Journal
Accession number :
133510101
Full Text :
https://doi.org/10.1080/00397911.2018.1502783