title: Synthetic studies on ecteinascidin 743: rapid access to the fully functionalized tetrahydroisoquinoline with a bridged 10-membered sulfur containing macrocycle.
abstract: Synthesis of tetrahydroisoquinoline with a 1,4-bridged 10-membered sulfur containing macrolactone (5) is described. Phenolic aldolisation, Pictet-Spengler cyclisation of an acid sensitive amino diol under newly developed conditions (LiBr, toluene-TFE, 80 degrees C) and acid promoted intramolecular C-S bond formation leading to a 10-membered cycle are key steps of our synthesis.
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette, France.
authors.forename: Michaël
authors.initials: M
authors.lastname: De Paolis
authors.forename: Angèle
authors.initials: A
authors.lastname: Chiaroni
authors.forename: Jieping
authors.initials: J
authors.lastname: Zhu