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Extensive Studies on the AlEt 3 /THF‐promoted diastereoselective tandem rearrangement/reduction of α‐Hydroxy (amino) heterocyclopropane: An efficient approach to 2‐quaternary 1,3‐diheteroatom units
Author(s) -
Li Xin,
Wang BaoMin,
Zhao XueZhi,
Gao ShuanHu,
Tu YongQiang,
Li DeRun
Publication year - 2004
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20040221024
Subject(s) - chemistry , tandem , stereochemistry , epimer , substrate (aquarium) , quaternary , reduction (mathematics) , medicinal chemistry , combinatorial chemistry , oceanography , materials science , geometry , mathematics , composite material , geology , paleontology , biology
A facile and highly diastereoselective method for the construction of 2‐quaternary 1,3‐amino alcohols and 1,3‐diols has been developed on the basis of the AlEt 3 /THF‐promoted tandem rearrangement/reductive reaction of α‐hydroxy (amino) aziridines (epoxides). The progressive achievement in this article included that both 2‐epimers of the units could be constructed from the initially same substrate. Also a stereochemistry assignment we reported previously was corrected.