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Elaboration of phosphoramidite ligands enabling palladium-catalyzed diastereo- and enantioselective all carbon [4+3] cycloaddition.
- Source :
- SCIENCE CHINA Chemistry; Jul2020, Vol. 63 Issue 7, p911-916, 6p
- Publication Year :
- 2020
-
Abstract
- A palladium-catalyzed diastereo- and enantioselective all carbon [4+3] cycloaddition of trimethylenemethane was developed by employing the elaborate tetrahydroquinoline-derived phosphoramidite ligand. The exclusive regioselectivity was realized by using the aromatization-driven diene indole-2,3-quinodimethanes, affording biologically important cyclohepta[b]indoles with excellent diastereo-, and enantioselectivities (up to >20:1 dr, >99% ee). Furthermore, the more challenging pyrrolidone-3,4-dienes, in the absence of aromatization force, were also compatible inthereaction, providing novel cyclohepta[c]pyrrol-1(2H)-ones with excellent regio-, diastereo-, and enantioselectivities (up to >20:1 rr, >20:1 dr, >99% ee). [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 16747291
- Volume :
- 63
- Issue :
- 7
- Database :
- Complementary Index
- Journal :
- SCIENCE CHINA Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 143875117
- Full Text :
- https://doi.org/10.1007/s11426-020-9718-2