Enantioselective vicinal hydroxylation of terminal and E-1,2-disubstituted olefins by a chiral complex of osmium tetraoxide. An effective controller system and a rational mechanistic model
Journal Article
·
· Journal of the American Chemical Society; (USA)
- Harvard Univ., Cambridge, MA (USA)
The suprafacial hydroxylation of olefins by osmium tetraoxide, though a much used synthetic method, would become even more important if three conditions could be met: (1) modification to achieve high and predictable enantioselectivity and acyclic diastereoselectivity, (2) clarification of reaction mechanism, and (3) facilitated recovery and recycling of osmium. This paper reports progress on all three fronts.
- OSTI ID:
- 6712266
- Journal Information:
- Journal of the American Chemical Society; (USA), Journal Name: Journal of the American Chemical Society; (USA) Vol. 111:26; ISSN 0002-7863; ISSN JACSA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
36 MATERIALS SCIENCE
360204* -- Ceramics
Cermets
& Refractories-- Physical Properties
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400200 -- Inorganic
Organic
& Physical Chemistry
ALKENES
CALCULATION METHODS
CHALCOGENIDES
DATA
DATA ANALYSIS
EXPERIMENTAL DATA
HYDROCARBONS
HYDROXYLATION
INFORMATION
MEASURING INSTRUMENTS
MEASURING METHODS
NUMERICAL DATA
ORGANIC COMPOUNDS
OSMIUM COMPOUNDS
OSMIUM OXIDES
OXIDES
OXYGEN COMPOUNDS
REFRACTORY METAL COMPOUNDS
STEREOCHEMISTRY
TRANSITION ELEMENT COMPOUNDS
360204* -- Ceramics
Cermets
& Refractories-- Physical Properties
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400200 -- Inorganic
Organic
& Physical Chemistry
ALKENES
CALCULATION METHODS
CHALCOGENIDES
DATA
DATA ANALYSIS
EXPERIMENTAL DATA
HYDROCARBONS
HYDROXYLATION
INFORMATION
MEASURING INSTRUMENTS
MEASURING METHODS
NUMERICAL DATA
ORGANIC COMPOUNDS
OSMIUM COMPOUNDS
OSMIUM OXIDES
OXIDES
OXYGEN COMPOUNDS
REFRACTORY METAL COMPOUNDS
STEREOCHEMISTRY
TRANSITION ELEMENT COMPOUNDS