Synthesis of the core enediyne structure of esperamicin-calichemicin class of antitumor antibiotics

Highly stereoselective nucleophilic addition to cyclopropyl carbonyls: The facial selectivity in the cyclopropyl ketones is opposite to that in the corresponding aldehyde

The total synthesis of sesbanimide A (1) and B (2) is reported which features (a) the reaction of cyclopentadiene with glyoxylic acid leading to the useful bicyclic lactone building block 3 and (b) the use of 2.5 mol dm–3 lithium perchlorate in diethyl ether to promote the conjugate addition of 1-methoxy-1-(tert-butyldimethylsiloxy)ethene to unsaturated lactone 11.

Total synthesis of (±)-sesbanimide A and B

Atsushi Hagiwara

Papers

Pb183 total synthesis of sesbanimide a from d-glucose

Total synthesis of (+)-sesbanimide a from d-glucose

Studies on the appearance of floating feitilized eggs in the rotifer Brachionus plicatilis