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Chiral organometallic reagents, IV. Stereoselective formation of β‐silyloxy‐α‐bromoalkyllithium compounds
Author(s) -
Hoffmann Reinhard W.,
Julius Manfred
Publication year - 1991
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1991199101138
Subject(s) - chemistry , stereoselectivity , diastereomer , bromine , reagent , lithium (medication) , ring (chemistry) , group 2 organometallic chemistry , stereochemistry , organic chemistry , medicinal chemistry , catalysis , molecule , medicine , endocrinology
The diastereomeric carbenoids 4 have been generated by diastereoselective (84:16) exchange of the diastereotopic bromine atoms in the dibromo compound 3 for lithium at −120°C. The implication of the observed diastereoselectivity for the Nozaki ring‐expansion method is discussed.