Catalytic enantioselective addition of indoles to arylnitroalkenes: An effective route to enantiomerically enriched tryptamine precursors | Zendy

Bandini Marco | Zendy; Garelli Andrea | Zendy; Rovinetti Matteo | Zendy; Tommasi Simona | Zendy; UmaniRonchi Achille | Zendy

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Catalytic enantioselective addition of indoles to arylnitroalkenes: An effective route to enantiomerically enriched tryptamine precursors

Author(s) -

Bandini Marco,

Garelli Andrea,

Rovinetti Matteo,

Tommasi Simona,

UmaniRonchi Achille

Publication year - 2005

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.20189

Subject(s) - chemistry , enantioselective synthesis , tryptamine , catalysis , combinatorial chemistry , organic chemistry , stereochemistry , biochemistry

A new valuable catalytic protocol for the preparation of synthetically useful β‐indolyl nitro compounds bearing benzhydryl stereocenters is presented. The combined use of catalytic amounts of a commercially available chiral [SalenAlCl] complex and pyridine allowed, for the Friedel–Crafts alkylation reaction of indoles with aromatic nitro‐olefins to be carried out in good yields and enantioselectivity (up to 63% ee). © 2005 Wiley‐Liss, Inc. Chirality 17:522–529, 2005.

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