Total synthesis of four diastereoisomers of Goniofufurone from D-(-)- or L-(+)-tartaric acid

DOI: 10.1016/S0040-4020(01)00050-3

Source and publish data:

Tetrahedron p. 2147 - 2153 (2001)

Update date:2022-08-05

Topics: Formation of the Core Structure Purification and Analysis Final Deprotection and Characterization Introduction of Stereochemistry Removal of protecting groups Elaboration of the core structure

Authors:

Su, Yong-Li

Yang, Chun-Song

Teng, Shang-Jun

Zhao, Gang

Ding, Yu

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Article abstract of DOI:10.1016/S0040-4020(01)00050-3

(+) and (-)-Goniofufurones, (+) and (-)-8-epi-goniofufurones have been synthesized from D-(-) and L-(+)-tartaric acids by the addition of ethyl lithiopropiolate to a chiral aldehyde intermediate as a key step, in which LDA is the best base compared to n-BuLi plus Lewis acid YCl₃ (cat.).

Full text of DOI:10.1016/S0040-4020(01)00050-3

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