Efficient and Stereospecific Construction of Asymmetric Quaternary Carbons via γ-Alkyl-γ,δ-epoxy Acrylates. -The methylation of epoxy acrylates with Me 3 Al (II) is investigated. Thus, the trans compound (I) reacts with an excess of (II) in the presence of water to form the syn compound (III) as si
Efficient and stereospecific construction of asymmetric quaternary carbons via γ-alkyl-γ,δ-epoxy acrylates
✍ Scribed by Naoki Ishibashi; Masahiro Miyazawa; Masaaki Miyashita
- Book ID
- 104259229
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 219 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Highly efficient and stereospecific construction of asymmetric quaternary carbons via the alkylation of y-alkyl-y,~-epoxy acrylates with (CH3)3A1 is described.
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Synthesis of the C 19 -C 32 Fragment of Scytophycin C via Stereospecific Methylation of γ,δ-Epoxy Acrylates with Trimethylaluminum. -The synthesis of the title compound features an iterative, stereospecific methylation of γ,δ-epoxy acrylates (II) and (V) by trimethylaluminum in the presence of an ex
The optically active lactone 1 can be transformed to a chiral building block or intermediate for constructing carbon skeletons containing either a tertiary or quaternary stereogenic center by taking advantage of the steric bulk as well as the reactivity of a trimethylsilyl group at the b-position of
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