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Generation of β‐, γ‐, δ‐, ε‐, and ζ‐Zinc Ketones and Their Transition‐Metal‐Catalyzed Reactions with Carbon Electrophiles
Author(s) -
Tamaru Yoshinao,
Ochiai Hirofumi,
Nakamura Tatsuya,
Yoshida Zenichi
Publication year - 1987
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198711571
Subject(s) - electrophile , ketone , aryl , zinc , chemistry , catalysis , alkyl , coupling reaction , yield (engineering) , transition metal , medicinal chemistry , metal , organic chemistry , materials science , metallurgy
CC coupling reactions at practically any distance from the carbonyl group of a ketone are made possible by the very stable zinc ketones 1 (X = alkyl, aryl; n = 2–6), which are formed by insertion of Zn into the CI bond of the corresponding iodoketones. The reaction of 1 with electrophiles is exemplified by reaction (a). The yield is 77%.