An Efficient Strategy for the Synthesis of α,α′-cis and trans-Disubstituted Medium Ring Ethers
Author(s) -
Michael T. Crimmins,
Kyle A. Emmitte
Publication year - 2000
Publication title -
synthesis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.885
H-Index - 140
eISSN - 1437-210X
pISSN - 0039-7881
DOI - 10.1055/s-2000-6268
Subject(s) - chemistry , alkylation , ring closing metathesis , ring (chemistry) , alkoxy group , closure (psychology) , metathesis , enantioselective synthesis , ruthenium , catalysis , stereochemistry , combinatorial chemistry , organic chemistry , polymerization , polymer , alkyl , economics , market economy
An asymmetric alkylation-ring-closing metathesis strat- egy was developed for the construction of a,a'-disubstituted medi- um ring ethers. The approach features an asymmetric alkylation of highly functionalized a-alkoxy acyl oxazolidinones followed by ring closure effected by Grubbs ' ruthenium catalyst. The relation- ship between diene conformation and the rate of ring-closure was examined.
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