A general, efficient and stereospecific route to sphingosine, sphinganines, phytosphingosines and their analogs |
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Authors: | Cai Ye Ling Chang-Chun Bundle David R |
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Institution: | Alberta Ingenuity Center for Carbohydrate Science, Department of Chemistry, University of Alberta, Edmonton, AB T6G 2G2, Canada. |
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Abstract: | Sphingosine, sphinganines and phytosphingosines and their analogs were synthesized by an aldol condensation between an iminoglycinate bearing a (+)-(1R,2R,5R)-2-hydroxy-3-pinanone group as chiral auxiliary and an appropriate aldehyde. All condensations proceeded with excellent enantioselectivity to generate the (2S,3R)-D-erythro structures in good yields. |
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