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Asymmetric [2,3]wittig rearrangement of 2′-alkenyloxyacetamide bearing -2,5-bis(methoxymethoxymethyl)pyrrolidine moiety as a chiral auxiliary

1986; Elsevier BV; Volume: 27; Issue: 38 Linguagem: Inglês

10.1016/s0040-4039(00)85007-8

1873-3581

Masako Uchikawa, Takeshi Hanamoto, Tsutomu Katsuki, Masaru Yamaguchi,

Synthetic Organic Chemistry Methods

[2,3]Wittig rearrangement of (2S,5S)-N-(alkenyloxyacetyl)-2,5-bis- (methoxymethoxymethyl)pyrrolidine enolate was studied and zirconium enolates of the corresponding (E)-alkenyloxyacetyl compounds were found to rearrange with high syn-diastereo and diastereoface selection.