725252-08-4Relevant academic research and scientific papers
Enantiospecific total synthesis of the hapalindoles, fischerindoles, and welwitindolinones via a redox economic approach
Richter, Jeremy M.,Ishihara, Yoshihiro,Masuda, Takeshi,Whitefield, Brandon W.,Llamas, Tomas,Pohjakallio, Antti,Baran, Phil S.
supporting information; experimental part, p. 17938 - 17954 (2009/07/11)
Full details are provided for the total synthesis of several members of the hapalindole family of natural products, including hapalindole Q, 12-epi-hapalindole D, 12-epi-fischerindole U, 12-epi-fischerindole G, 12-epi-fischerindole I, and welwitindolinone
Direct coupling of indoles with carbonyl compounds: Short, enantioselective, gram-scale synthetic entry into the hapalindole and fischerindole alkaloid families
Baran, Phil S.,Richter, Jeremy M.
, p. 7450 - 7451 (2007/10/03)
The invention of a method for the direct union of indoles and carbonyl compounds (ketones, amides, esters) is described. Using this new method, a short, enantioselective, gram-scale and protecting group-free synthetic entry to the fischerindole and hapali
Synthesis and absolute configuration of (+)-hapalindole Q
Vaillancourt, Valerie,Albizati, Kim F.
, p. 3499 - 3502 (2007/10/02)
The versatility of brominated camphor derivatives as six-membered-ring chiral building blocks in the synthesis of compounds of mixed biogenesis has been demonstrated in an eight-step synthesis of (+)-hapalindole Q from (+)-(1R)-9-bromocamphor in an overall 8% yield which confirms the absolute stereochemistry to be 10R, 11R, 12R, 15R.
