AI Article Synopsis

  • The first-ever asymmetric total synthesis of chuanxiongnolide L1 was successfully completed in 16 steps with a low overall yield of 1.9%.
  • The synthesis utilized a bioinspired approach with a chiral auxiliary to guide the reactions.
  • Key techniques included asymmetric oxidative dearomatization of a chiral amino ether and an asymmetric Diels-Alder reaction using a masked chiral benzoquinone.

Article Abstract

The first asymmetric total synthesis of chuanxiongnolide L1 was achieved in 16 steps and 1.9% overall yield by employing a bioinspired chiral auxiliary strategy. The key steps involving asymmetric oxidative dearomatization of chiral amino ether and subsequent asymmetric Diels-Alder reaction of the resulting masked chiral -benzoquinone were adopted.

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Source
http://dx.doi.org/10.1021/acs.orglett.4c00411DOI Listing

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