ChemInform Abstract: Studies on the Wittig Reaction. Part 15. A Direct Preparation of . omega.-Unsaturated Bromides via Solid/Liquid Transferred Wittig Reactions of ω-Bromoalkyltriphenyl Phosphonium Salts with Aldehydes.
Abstract
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ChemInform Abstract
Using solid/liquid transferred Wittig-reaction the title ω- unsaturated bromides (III) and (IV) are prepared in good yields. When THF is used as the solvent, the reaction is (Z)-selective. However, with CH2Cl2 the ratio between (E)- and (Z)-alkenes is approximately 1. In addition, several phosphonium salts differing in the chain length are used. The longer the chain, the lower are the yields, but higher the (Z)-selectivity.
