title: Indium-mediated asymmetric intramolecular allenylation of N-tert-butanesulfinyl imines: efficient and practical access to chiral 3-allenyl-4-aminochromanes.
abstract: An efficient method for the preparation of highly optically active 3-allenyl- and 3-vinyl-4-aminochromanes by In-mediated intramolecular cyclization has been developed. The synthetic utilities of the approach were demonstrated by the construction of various chiral polycyclic heterocycles, especially the interesting spiroheterocyclic compound 9 and steroid analogue 10.
authors: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zuchongzhi Road, Shanghai 201203, China.
authors: Lin
authors: L
authors: Su
authors: Ting-Shun
authors: TS
authors: Zhu
authors: Ming-Hua
authors: MH
authors: Xu
mesh_terms: D002384:Catalysis; D002839:Chromans / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D007204:Indium / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013452:Sulfonium Compounds / Q000737:chemistry*
chemical_list: D002839:Chromans; D006576:Heterocyclic Compounds, 4 or More Rings; D007097:Imines; C481933:N-tert-butanesulfinylimino ester; D013452:Sulfonium Compounds; D007204:Indium