A concise synthesis of <i>anti</i>-bicyclo[6.1.0]nonyne carboxylic acid.

ABSTRACT: Bicyclo[6.1.0]nonyne carboxylic acid (BCN-COOH) is a valuable intermediate for the development of bioorthogonal click reagents. A convenient three-step synthesis of pure diastereomer anti-BCN-COOH is reported here, with an overall yield of 32% starting from 1,5-cyclooctadiene. To the best of our knowledge, this is the shortest route to anti-BCN-COOH known to date. The new method compares favourably with the optimised four-step synthesis based on previously reported data.

SUBMITTER: Weir M 

PROVIDER: S-EPMC11580154 | biostudies-literature | 2024 Nov

REPOSITORIES: biostudies-literature