Practical, scalable, high-throughput approaches to eta3-pyranyl and eta3-pyridinyl organometallic enantiomeric scaffolds using the Achmatowicz reaction

A unified strategy for the high-throughput synthesis of multigram quantities of the eta(3)-oxopyranyl- and eta(3)-oxopyridinylmolybdenum complexes TpMo(CO)(2)(eta(3)-oxopyranyl) and TpMo(CO)(2)(eta(3)-oxopyridinyl) is described (Tp = hydridotrispyrazolylborato). The strategy uses the oxa- and aza-Ac...

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Published inJournal of organic chemistry Vol. 73; no. 3; pp. 882 - 888
Main Authors Coombs, Thomas C, Lee, 4th, Maurice D, Wong, Heilam, Armstrong, Matthew, Cheng, Bo, Chen, Wenyong, Moretto, Alessandro F, Liebeskind, Lanny S
Format Journal Article
LanguageEnglish
Published United States 01.02.2008
Subjects
Aza Compounds - chemistry
Crystallography, X-Ray
Isomerism
Macrocyclic Compounds - chemistry
Magnetic Resonance Spectroscopy
Models, Molecular
Molecular Structure
Organometallic Compounds - chemistry
Pyridines - chemistry
Temperature
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Summary:A unified strategy for the high-throughput synthesis of multigram quantities of the eta(3)-oxopyranyl- and eta(3)-oxopyridinylmolybdenum complexes TpMo(CO)(2)(eta(3)-oxopyranyl) and TpMo(CO)(2)(eta(3)-oxopyridinyl) is described (Tp = hydridotrispyrazolylborato). The strategy uses the oxa- and aza-Achmatowicz reaction for the preparation of these organometallic enantiomeric scaffolds, in both racemic and high enantiopurity versions.
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ISSN:0022-3263
DOI:10.1021/jo702006z