Improved regioselectivity of lithiation of methoxybenzaldehydes

Article abstract of DOI:10.1080/00397919108020788

Protection of the aldehyde moiety as a N,N'-diisopropylimidazolidine allows improved preferential lithiation ortho to the methoxy group of 4- methoxybenzaldehyde or in the 4-position of 3- methoxybenzaldehyde. Reaction with a suitable electrophile, such as dimethyldisulphide, gives good yields of 3-substituted-4-methoxybenzaldehydes or moderate yields of 4-substituted-3-methoxybenzaldehydes as appropriate.

Full text of DOI:10.1080/00397919108020788

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Improved Regioselectivity
of Lithiation of
Methoxybenzaldehydes
Olivier Duval a & Roger D. Waigh a
a Dept. of Pharmacy , University of Manchester ,
Manchester, M13 9PL, U.K.
Published online: 24 Sep 2006.
To cite this article: Olivier Duval & Roger D. Waigh (1991) Improved Regioselectivity
of Lithiation of Methoxybenzaldehydes, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 21:1, 43-48, DOI:
10.1080/00397919108020788
To link to this article: http://dx.doi.org/10.1080/00397919108020788
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