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Palladium Complex Catalyzed Asymmetric Allylic Substitutions with Nitromethane: Enantioselectivities Exceeding 99.9% ee
Author(s) -
Rieck Heiko,
Helmchen Günter
Publication year - 1996
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.199526871
Subject(s) - nitromethane , allylic rearrangement , palladium , chemistry , catalysis , nucleophile , nitro , medicinal chemistry , alkyl , stereochemistry , combinatorial chemistry , organic chemistry
Small but powerful! Nitromethane serves as a nucleophile in palladium‐catalyzed allylic substitutions with allylic carbonates 1 giving nitro compounds 2 with high enantioselectivities. A new mechanism is in action in addition to the known one when R = alkyl; mechanistic details are not yet known.
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