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Conformational analysis. XX. Stereochemistry of reaction of Grignard reagents with ortho esters. Synthesis of 1,3-dioxanes with axial substituents at C-2

โœ Scribed by Eliel, Ernest L.; Nader, Franz W.

Book ID
127086108
Publisher
American Chemical Society
Year
1970
Tongue
English
Weight
851 KB
Volume
92
Category
Article
ISSN
0002-7863

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๐Ÿ“œ SIMILAR VOLUMES

The stereochemistry of the Grignard โ€” Or
The stereochemistry of the Grignard โ€” Ortho ester reaction revisited: Regioselective endocyclic cleavage in the reaction of Grignard reagents with cis-2-methoxy-4-methyl-1,3-dioxane
โœ William F. Bailey; Allan A. Croteau; Alberto D. Rivera ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 304 KB

The reaction of cis-2-methoxy-4-methyl-1,3-dioxane (4) with Grignard reagents proceeds in a totally regioselective manner via rupture of the less congested C(2)-0(1) bond remote from the 4-methyl substituent. The analogous r-2-methoxy-cis-4,cis-6-dimethyi-l,3dioxane (2) is totally inert to the acti

ChemInform Abstract: The Stereochemistry
ChemInform Abstract: The Stereochemistry of the Grignard -Ortho Ester Reaction Revisited: Regioselective Endocyclic Cleavage in the Reaction of Grignard Reagents with cis-2-Methoxy-4-methyl-1,3-dioxane.
โœ W. F. BAILEY; A. A. CROTEAU; A. D. RIVERA ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 29 KB ๐Ÿ‘ 2 views

The Stereochemistry of the Grignard -Ortho Ester Reaction Revisited: Regioselective Endocyclic Cleavage in the Reaction of Grignard Reagents with cis-2-Methoxy-4-methyl-1,3-dioxane. -cis-Dioxane (Ia) selectively reacts with Grignard reagents (cf. (II)) via rupture of the less congested C(2)-O(1) bo