Publications by authors named "Anne Biernat"

Soft scorpionates have thus far been seen mainly as a family of ligands. Their chemistry is extended here to the production of novel cationic macrocycles using dihaloalkanes. By replacing the dihaloalkanes with mild oxidising agents (NO(+), I2) we obtain two unique polycyclic heterocycles.

View Article and Find Full Text PDF

The first total synthesis of Cleistenolide, a novel natural product recently isolated from the Annonaceae species Cleistochlamys kirkii Oliver, is described. The synthesis proceeds in six steps and 18% overall yield, starting from an enantiopure C2-symmetric building block and using a Sharpless epoxidation, a selective epoxide opening, and a ring-closing metathesis reaction.

View Article and Find Full Text PDF

Protected 3,6-dideoxyglycals have been synthesized de novo as single isomers starting from ethyl lactate by using the tandem RCM-isomerization reaction as the key step. Different relative configurations become accessible by addition of vinyl- or allyl-metal compounds to protected lactaldehydes under Cram-chelate or Felkin-Anh control. The concept is exemplified for glycals of L-rhodinose and L-amicetose, as well as for ring-expanded non-natural analogues thereof.

View Article and Find Full Text PDF

Ring closing metathesis and tandem RCM-isomerization have been applied to the synthesis of six- to eight-membered oxacycles, starting from a common precursor. The products of the tandem RCM-isomerization sequence are glycals of 3-deoxyheptoses of varying ring size.

View Article and Find Full Text PDF

The synthesis and structure of two related sodium complexes are reported which demonstrate that sulfur can preferentially complex to sodium irrespective of the presence of more apposite donor species such as DMF.

View Article and Find Full Text PDF