Connecting Tyrosine and Tryptophan Units of Diazonamide A and Azonazine by a Diastereodivergent Arylative Dearomatization | Zendy

Denizot Natacha | Zendy; Guillot Régis | Zendy; Kouklovsky Cyrille | Zendy; Vincent Guillaume | Zendy

Premium

Connecting Tyrosine and Tryptophan Units of Diazonamide A and Azonazine by a Diastereodivergent Arylative Dearomatization

Author(s) -

Denizot Natacha,

Guillot Régis,

Kouklovsky Cyrille,

Vincent Guillaume

Publication year - 2015

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201503612

Subject(s) - stereocenter , tryptophan , tyrosine , stereoselectivity , stereochemistry , chemistry , organic chemistry , amino acid , biochemistry , catalysis , enantioselective synthesis

We report the Friedel–Crafts coupling of a tyrosine unit with tryptophan‐derived pyrrolindolenium ions which are configurationally stable. The reaction allowed the stereoselective and divergent access to the required quaternary stereocenters found in diazonamide A and azonazine at the junction of the tyrosine and tryptophan units.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research