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TRICARBONYLCHROMIUM(0) PROMOTED STEREOSELECTIVE TRANSFORMATIONS OF EPHEDRINE AND PSEUDOEPHEDRINE DERIVATIVES

Abstract:

(-)-(1S,2S)-(N,O-Dimethylephedrine)tricarbonyl chromium(0) (6) and (-)-(1S,2R)-(N,O-dimethylpseudoephedrine)tricarbonylchiromium(0) (22) undergo completely stereoselective ortho deprotonation upon treatment with alkyllithium base, followed by addition of an electrophile. In both cases, exclusive removal of the pro-(R)-ortho proton was confirmed by single crystal X-ray structure analyses of the methylated products. Addition of methyllithium onto the ortho-formylated derivative of complex (6) o...

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Publication status:
Published

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Journal:
TETRAHEDRON-ASYMMETRY
Volume:
1
Issue:
11
Pages:
817-842
Publication date:
1990-01-01
DOI:
EISSN:
1362-511X
ISSN:
0957-4166
URN:
uuid:540d0488-d644-4cdb-a14f-cc9362a76691
Source identifiers:
110756
Local pid:
pubs:110756
Language:
English

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