Organocatalytic enantioselective reaction of tertiary α-(7-indolyl)methanols with tryptamines
Zhibin Yue, Boming Shen, Jie Cao, Xuling Chen, Fang Fang, Pengfei Li, Peiyuan Yu, Wenjun Li
Abstract
With the aid of chiral phosphoric acid, enantioselective 1,6-addition of tryptamines to in situ formed alkynyl 7-methylene-7 H -indoles from tertiary α-(7-indolyl)methanols has been established, furnishing axially chiral tetrasubstituted allenes in high yields.
Topics & Concepts
TryptaminesChemistryEnantioselective synthesisPhosphoric acidMethyleneOrganic chemistryOrganocatalysisBrønsted–Lowry acid–base theoryStereochemistryCatalysisTryptamineBiochemistryAxial and Atropisomeric Chirality SynthesisSynthesis of Indole DerivativesAsymmetric Synthesis and Catalysis