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Synthesis 2016; 48(02): 302-312
DOI: 10.1055/s-0035-1560512
DOI: 10.1055/s-0035-1560512
paper
Synthesis of New Axially Chiral Iodoarenes
Further Information
Publication History
Received: 27 August 2015
Accepted after revision: 25 September 2015
Publication Date:
05 November 2015 (online)
Abstract
A new family of axially chiral iodoarenes derived from commercially available (R)-1,1′-binaphthyl-2,2′-diamine have been synthesized and employed as catalysts in Kita’s enantioselective oxidative spirolactonization of propanoic acid tethered 1-naphthol. Through this study, we explored the relationship between the hypervalent iodoarene geometry and enantioselectivity, contributing to the current understanding of axial-to-central chirality transfer in organoiodine(III) catalysis.
Key words
chiral iodane - hypervalent iodine - dearomatization - stereoselective synthesis - spirolactonizationSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1560512.
- Supporting Information
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