351379-48-1Relevant academic research and scientific papers
Synthetic studies on Et-743. Asymmetric, stereocontrolled construction of the tetrahydroisoquinoline core via radical cyclization on a glyoxalimine
Fishlock, Dan,Williams, Robert M.
, p. 3299 - 3301 (2006)
The asymmetric synthesis of a highly functionalized tetrahydroisoquinoline relevant to the total synthesis of Et-743 is described. The key step involves a highly diastereoselective radical cyclization on a glyoxalimine derivative.
Synthetic studies on Et-743. Assembly of the pentacyclic core and a formal total synthesis
Fishlock, Dan,Williams, Robert M.
supporting information; experimental part, p. 9594 - 9600 (2009/04/07)
(Chemical Equation Presented) A formal total synthesis of the potent anticancer agent Et-743 is described. The tetrahydroisoquinoline core is stereoselectively constructed using a novel radical cyclization of a glyoxalimine. Further elaboration of this core rapidly accessed the pentacyclic core of Et-743, but a mixture of regiosisomers was obtained in the key Pictet-Spengler ring closure. A known advanced intermediate in the synthesis of Et-743 was intercepted, constituting a formal synthesis of the molecule.
Stereospecific formal total synthesis of ecteinascidin 743
Zheng, Shengping,Chan, Collin,Furuuchi, Takeshi,Wright, Benjamin J. D.,Zhou, Bishan,Guo, Jinsong,Danishefsky, Samuel J.
, p. 1754 - 1759 (2007/10/03)
(Chemical Equation Presented) A new strategy was designed for the construction of the pentacyclic ring system of ecteinascidin 743. Key features include highly concise routes to the enantiopure, configurationally matched subunit 1, a novel vinylogous Pict
Total synthesis of cribrostatin IV: Fine-tuning the character of an amide bond by remote control
Chan, Collin,Heid, Richard,Zheng, Shengping,Guo, Jinsong,Zhou, Bishan,Furuuchi, Takeshi,Danishefsky, Samuel J.
, p. 4596 - 4598 (2007/10/03)
We report the enantioselective total synthesis of cribrostatin IV (1). Key features of this synthesis involve the convergent coupling of two highly functionalized homochiral components followed by a "lynchpin" Mannich cyclization to establish the pentacyc
