Several chirally-modified nucleophilic carbenes afford useful levels of asymmetric induction during [1+4] cycloaddition with vinyl isocyanate reaction partners. Carbenes derived from the 1,2-aminoalcohols (1R,2S)-ephedrine and (1R,2S)-methylaminoindanol proved to be the most effective for delivering
Asymmetric Induction in a 1,4-Cycloaddition Reaction. Influence of Variation of Configuration of the Asymmetric Center
β Scribed by Farmer, Robert F.; Hamer, J.
- Book ID
- 126029716
- Publisher
- American Chemical Society
- Year
- 1966
- Tongue
- English
- Weight
- 292 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
a chiral sulfoxide induced high stereoselectivity in the D1BAL-H reduction of a methyl ketone located in the T position as a result of a 1,4-asymmetric induction. Addition of a lanthanide triflate or cerium chloride completely reversed the stereoselectivity.
R3 q C,H,; R6 = CH,OCH, CH3 Chart 2 a k'R,2S,3SI/(2'S,2R,3R) b (2's,2s,3s)-(-) c (2 'S, 2 R, 3S
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