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The synthesis of 5‐ and 6‐hydroxy‐2‐methylisoquinuclidine
Author(s) -
Degraw Joseph I.,
Kennedy Jill G.
Publication year - 1967
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.5570040214
Subject(s) - chemistry , aluminum hydride , epimer , lithium (medication) , alcohol , epoxy , reduction (mathematics) , hydride , medicinal chemistry , organic chemistry , stereochemistry , ion , hydrogen , medicine , geometry , mathematics , endocrinology , methoxide
The reduction of the isomeric 5,6‐epoxy‐2‐carboethoxyisoquinuclidines with lithium aluminum hydride afforded 5‐ and 6‐hydroxy‐2‐methylisoquinuclidine. Contrary to expectation essentially single epimers were obtained for each alcohol.