Enantioselective Alkylation of 2,2-Dimethyl-1,3-dioxan-5-one Using the SAMP-/RAMP-Hydrazone Method
- 1 January 1989
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1989 (07) , 493-496
- https://doi.org/10.1055/s-1989-27298
Abstract
The lithiated SAMP-hydrazone (S)-3 [(S)-1-(2,2-dimethyl-1, 3-dioxan-5-ylideneamino)-2-methoxymethylpyrrolidine] is used as a chiral 1,3-dihydroxyacetone-enolate equivalent C in overall enantioselective α-alkylations leading to 4-alkyl-2,2-dimethyl-1,3-dioxan-5-ones (S)-5a-i in good overall chemical yields and of high enantiomeric purity (ee = 88 - ≧ 93%.Keywords
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