Isothiourea-mediated asymmetric functionalization of 3-alkenoic acids.

نویسندگان

  • Louis C Morrill
  • Samuel M Smith
  • Alexandra M Z Slawin
  • Andrew D Smith
چکیده

Isothiourea HBTM-2.1 promotes the catalytic asymmetric α-functionalization of 3-alkenoic acids through formal [2 + 2] cycloadditions with N-tosyl aldimines and formal [4 + 2] cycloadditions with either 4-aryltrifluoromethyl enones or N-aryl-N-aroyl diazenes, providing useful synthetic building blocks in good yield and with excellent enantiocontrol (up to >99% ee). Stereodefined products are amenable to further synthetic elaboration through manipulation of the olefinic functionality.

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عنوان ژورنال:
  • The Journal of organic chemistry

دوره 79 4  شماره 

صفحات  -

تاریخ انتشار 2014