Two step synthesis of C2 symmetric 2,6,diarylalkyloxybenzaldehydes - A mitsunobu approach

Tetrahedron Asymmetry

Volumn 8, Issue 20, 1997, Pages 3415-3420

  Smith, John R Lindsay ^a   O'Brien, Peter ^a   Reginato, Gloriana ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

2,6 DIARYLALKYLOXYBENZALDEHYDE; BENZALDEHYDE DERIVATIVE; RESORCINOL; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; ENANTIOMER; OXIDATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

EID: 0030701530     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00399-6     Document Type: Article

References (18)

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12. 8).
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15. 11. Current Aldrich Chemical Company Limited prices: Resorcinol, £15.80 per 100 g; 2,6-dihydroxybenzoic acid, £35.10 per 100 g; 2,6-dimethoxybenzaldehyde, £200.30 per 100 g.
16. 12. Benzyl alcohol cannot of course undergo elimination.
17. 13C NMR spectra. Thus, if any meso-diethers had been formed during the Mitsunobu reactions with the enantiomerically enriched alcohols, we would have detected them. From this, we believe that the diethers and aldehydes described in this paper have ≥96% ee (the detection limits of NMR spectroscopy).
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