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Stereoselective synthesis of 2β‐carbomethoxy‐3β‐phenyltropane derivatives. Enhanced stereoselectivity observed for the conjugate addition reaction of phenylmagnesium bromide derivatives with anhydro dichloromethane
Author(s) -
Xu Lifen,
Trudell Mark L.
Publication year - 1996
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570330676
Subject(s) - phenylmagnesium bromide , chemistry , stereoselectivity , dichloromethane , conjugate , bromide , yield (engineering) , organic chemistry , solvent , addition reaction , medicinal chemistry , catalysis , reagent , mathematical analysis , materials science , mathematics , metallurgy
The use of dichloromethane as a solvent for the conjugate addition reaction of preformed etheral solutions of phenylmagnesium bromide derivatives with anhydroecgonine methyl ester ( 2 ) was found to enhance the stereoselectivity of the reaction and provide the 2β‐carbomethoxy‐3β‐phenyltropane derivatives 3a‐d in high yield.