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Synthesis of 18‐Demethoxy Analogues of the Aglycon of Saundersiosides A and B, Based on a Cascade Process
Author(s) -
Jiang XiaoLing,
Shi Yong,
Tian WeiSheng
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700246
Subject(s) - chemistry , cascade , stereochemistry , combinatorial chemistry , chromatography
A deprotection/retro‐vinylogous aldol/vinylogous aldol/intramolecular transesterification/O‐Michael cascade triggered by Bu 4 NF was found to lead to a hexacyclic lactone in high yield on gram scale. This intermediate was used to prepare several 18‐demethoxy analogues of the aglycon of saundersiosides A and B.