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Synlett 2001; 2001(Special Issue): 0904-0906
DOI: 10.1055/s-2001-14662
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The First Total Synthesis of Sphingofungin E and the Determination of its Stereochemistry

Bing Wang* , Xiao-ming Yu, Guo-qiang Lin
  • *Shanghai Institute of Organic Chemistry, Academia Sinica, 354 Fenglin Road, Shanghai, 200032, China; Fax + 86 21 64 16 62 63; E-mail: gqlin@pub.sioc.ac.cn
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Publication Date:
31 December 2001 (online)

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The total synthesis of sphingofungin E has been realized for the first time and its absolute configurations were established. Starting from l-(+)-tartaric acid, our synthesis featured substrate-controlled asymmetric dihydroxylation, regiospecific epoxide formation and Hatakeyama reaction to construct the contiguous chiral centers in the target molecule.

total synthesis - amino acids - dihydroxylations - Wittig reactions - epoxides

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