Synthesis of α‐alkenyl‐β‐hydroxy adducts by α‐addition of unprotected 4‐bromocrotonic acid and amides with aldehydes and ketones by chromium(II)‐mediated reactions |
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| Authors: | Ludger A Wessjohann Harry Wild Leonildo A Ferreira Henri S Schrekker |
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| Institution: | 1. Leibniz Institute of Plant Biochemistry, Halle, Germany;2. Ludwig Maximilians Universit?t München, Germany;3. Universidade Federal do Rio Grande do Sul, Institute of Chemistry, Porto Alegre, Brazil |
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| Abstract: | The regioselective and diastereoselective chromium(II)‐mediated reactions of 4‐bromocrotonic acid or amides with aldehydes and ketones can proceed without the need to protect protic sites to generate the respective α‐alkenyl‐β‐hydroxy adducts, i.e. formally the addition of the α‐anion of a carboxylic acid or amide to an oxo‐compound is featured. Copyright © 2016 John Wiley & Sons, Ltd. |
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| Keywords: | allyl and enolate complexes regio‐ and chemoselectivity chromium diastereoselectivity Grignard‐type reaction |
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