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- W2111988077 abstract "Abstract We report a systematic study of the allylation of ortho ‐substituted benzaldehydes under catalysis of a Lewis base ( N , N ‐dioxide), a Lewis acid (Keck allylation), and a Brønsted acid. ortho ‐Halobenzaldehydes were used as the aldehydic substrates, and special attention was paid to ortho ‐vinyl and alkynyl benzaldehydes, which might serve as interesting synthons for the preparation of more complex chiral compounds. Similar enantioselectivities were achieved under catalytic conditions. In the case of ortho ‐halobenzaldehydes, Lewis base catalysis proved to be more efficient, and the highest asymmetric induction for allylation of ortho ‐fluorobenzaldehyde reached 82 % ee , which is comparable to other used catalytic conditions. In cases of ortho ‐vinylbenzaldehyde, the Keck allylation provided the product in 88 % ee . An enantioenriched homoallylic alcohol was used as the starting material for the synthesis of a sertraline intermediate." @default.
- W2111988077 created "2016-06-24" @default.
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- W2111988077 date "2014-10-01" @default.
- W2111988077 modified "2023-10-12" @default.
- W2111988077 title "Enantioselective Allylation of Selected<i>ortho</i>-Substituted Benzaldehydes: A Comparative Study" @default.
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- W2111988077 doi "https://doi.org/10.1002/ejoc.201403034" @default.
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