z-logo
Premium
Cover Picture: Stereocomplementary and Parallel Syntheses of Multi‐Substituted ( E )‐, ( Z )‐Stereodefined α,β‐Unsaturated Esters: Application to Drug Syntheses (Chem. Rec. 12/2020)
Author(s) -
Ashida Yuichiro,
Tanabe Yoo
Publication year - 2020
Publication title -
the chemical record
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.202081201
Subject(s) - chemistry , sonogashira coupling , negishi coupling , pharmacophore , enol , cyclopropane , combinatorial chemistry , stereochemistry , organic chemistry , ring (chemistry) , palladium , catalysis
The cover picture shows distinctive methodologies for stereo‐complementary syntheses of a variety of α,β‐unsaturated esters from highly accessible ( E )‐, ( Z )‐stereo‐defined enol tosylate cross‐coupling partners (Suzuki‐Miyaura, Negishi, Sonogashira, Iron‐catalyzed, Mizoroki‐Heck, Buchwald‐Hartwig reactions), derived from β‐ketoesters and α‐formyl esters. Notably, this strategy was successfully applied for parallel drug syntheses of ( E )‐ and ( Z )‐zimelidine, ( E )‐ and ( Z )‐tamoxifen, and Merck's cyclopropane pharmacophore. Representative successful utilizations by other groups are also introduced. See the Personal Account by Yuichiro Ashida and Yoo Tanabe (DOI: 10.1002/tcr.202000076).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom