Facile enantioselective synthesis of multi-substituted norbornanes/norbornenes using a latent synthon strategy.

ABSTRACT: The development of a new catalytic asymmetric synthetic methodology has been following virtually the same pattern in the past decades. Herein, we present a latent synthon strategy within this well-established research domain. By employing substrates containing latent groups, specifically "ON-alkene" in this investigation, a single optimization exercise yields the Diels-Alder adduct with excellent enantiomeric purity. This adduct serves as a universal intermediate, undergoing late-stage diversifications via robust and easily performed synthetic transformations. Consequently, a broad array of structurally diverse chiral norbornanes (NBAs) and norbornenes (NBEs) are obtained with consistent and high enantiomeric purities. Furthermore, our methodology allows for facile asymmetric preparation o

SUBMITTER: Shen ZA 

PROVIDER: S-EPMC11437178 | biostudies-literature | 2024 Sep

REPOSITORIES: biostudies-literature