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A Study of an 8-Aminoquinoline-Directed C(sp²)-H Arylation Reaction on the Route to Chiral Cyclobutane Keto Acids from Myrtenal.

ABSTRACT: This work outlines a synthetic route that can be used to access chiral cyclobutane keto acids with two stereocenters in five steps from the inexpensive terpene myrtenal. Furthermore, the developed route includes an 8-aminoquinoline-directed C(sp²)-H arylation as one of its key steps, which allows a wide range of aryl and heteroaryl groups to be incorporated into the bicyclic myrtenal scaffold prior to the ozonolysis-based ring-opening step that furnishes the target cyclobutane keto acids. This synthetic route is expected to find many applications connected to the synthesis of natural product-like compounds and small molecule libraries.

SUBMITTER: Pourghasemi Lati M

PROVIDER: S-EPMC8279478 | biostudies-literature |

REPOSITORIES: biostudies-literature

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