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Aluminum Chloride Promoted Cross‐Coupling of Trisubstituted Enol Phosphates with Organozinc Reagents En Route to the Stereoselective Synthesis of Tamoxifen and Its Analogues
Author(s) -
Kotek Vladislav,
Polák Peter,
Dvořáková Hana,
Tobrman Tomáš
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600959
Subject(s) - stereoselectivity , chemistry , enol , reagent , chloride , reactivity (psychology) , combinatorial chemistry , coupling reaction , organic chemistry , stereochemistry , catalysis , medicine , alternative medicine , pathology
A new method for the stereoselective cross‐coupling reaction of arylzinc chlorides with trisubstituted enol phosphates is described. The developed method requires aluminum chloride as a promoter, and the reaction conditions tolerate various functional groups. The observed reactivity pattern of trisubstituted enol phosphates was used for the stereoselective preparation of tamoxifen and its analogues.