摘要

Vinyl ethers and ketals are obtained from the reaction of phenylacetylene derivatives and dimethyl acetylenedicarboxylate (DMAD) with alcohols in good yields and levels of stereoselectivity by using cationic gold(I)-phosphine complexes as catalysts. By choosing the appropriate phosphine, the selective formation of the Z or the E isomer of the vinyl ether can be tuned, and the undesired formation of the ketal can be controlled. The isomerisation of fumarates (Z-isomer) to maleates (E-isomer) is a gold-catalysed process that can be conducted in one-pot. When using polyols, 5-membered cyclic ketals are easily isolated by extraction with hexane and the gold complex can be reused.

  • 出版日期2010-7