Chelation-controlled intermolecular alkene and alkyne hydroacylation: the utility of beta-thioacetal aldehydes |
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Authors: | Willis Michael C Randell-Sly Helen E Woodward Robert L Currie Gordon S |
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Institution: | Department of Chemistry, University of Bath, Bath, BA2 7AY, UK. m.c.willis@bath.ac.uk |
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Abstract: | reaction: see text]. Beta-thioacetal-substituted aldehydes, which are conveniently prepared from the corresponding ynals, can be combined with a range of alkynes or electron-poor alkenes to deliver intermolecular hydroacylation adducts. The reactions employ Rh(dppe)]ClO4 as a catalyst and are proposed to proceed via a chelated rhodium acyl intermediate. The thioacetal-containing products can be deprotected to the corresponding ketones or reduced to alkanes in good yields. |
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