Stereoselective Total Synthesis of Phenolic Nonadecanediol

…, S Purushotham Reddy, K Venkatesham…

Index: Chinnababu, Baggu; Purushotham Reddy, Sudina; Venkatesham, Kunuru; Chandra Rao, Dasireddi; Venkateswarlu, Yenamandra Helvetica Chimica Acta, 2014 , vol. 97, # 5 p. 613 - 618

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Abstract

Abstract A simple and highly efficient synthetic route has been developed for synthesis of 1- (4-hydroxyphenyl) nonadecane-3, 5-diol (1). The two stereogenic centers were generated by employing proline asymmetric α-hydroxylation (MacMillan α-hydroxylation), Jacobsen's hydrolytic kinetic resolution (HKR), and, finally, Yamaguchi oxirane opening as key steps (Scheme 2).