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• W2036271787 abstract "A short and efficient synthesis of high enantiopurity (−)-d-erythro-sphingosine has been achieved in 71% yield over 6 steps from N-Boc-l-serine. The key steps are high yield, racemization-free, palladium-catalyzed, copper(I)-mediated coupling of the thiophenyl ester of N-Boc-O-TBS l-serine with E-1-pentadecenyl boronic acid and the highly diastereoselective reduction of the resulting peptidyl ketone with LiAl(O-t-Bu)3H. By using this concise route (−)-d-erythro-sphingosine can be prepared on large scale and in high enantio- and diastereopurity (ee >99%, de up to 99%)." @default.
• W2036271787 created "2016-06-24" @default.
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• W2036271787 date "2007-07-04" @default.
• W2036271787 modified "2023-10-03" @default.
• W2036271787 title "A Concise and Scalable Synthesis of High Enantiopurity (−)-<scp>d</scp>-<i>erythro</i>-Sphingosine Using Peptidyl Thiol Ester−Boronic Acid Cross-Coupling" @default.
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• W2036271787 doi "https://doi.org/10.1021/ol070991m" @default.
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