Regioselective Cleavage of cis- and trans-2-Methyl-3,4-epoxy Alcohols with Diethylpropynyl Aluminum.
โ Scribed by Raymond Tirado; Gerardo Torres; Wildeliz Torres; Jose A. Prieto
- Publisher
- John Wiley and Sons
- Year
- 2005
- Weight
- 32 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0931-7597
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
The c4 erythro and threo dials ( 7) and ( 8) are converted either into the chiral epoxides
cis\_ or tmns\_cinnamic acid (I and II, respectively) undergoes rearrangement to l, Z-diphenyl-2-propenol (III) during lithium aluminum hydride reduction. This claim was based on the following experimental results.
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
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