Synthetic Communications p. 2125 - 2134 (2003)
Update date:2022-09-26
Topics:
Wang, Qiuan
Li, Yanlin
Chen, Qingqi
A convenient and highly efficient synthesis of optically pure trans(+)-sobrerol (1), starting from methyl 3,5-dihydroxy-4-methyl benzoate 2 in 8 steps with overall yield 26%, is reported. The key intermediate 4 is prepared in remarkably high yield by selectively esterification of 3 using lipase as catalyst. A critical step to stereoselectively inverse the configuration of 7 is realized under Mistunobu conditions.
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