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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).