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Formal Synthesis of (+)‐Altholactone by Stereoselective Epoxidation Using Magnesium Monoperoxyphthalate (MMPP)
Author(s) -
Li JiaYao,
Wang ZhiQin,
Zhao Gang,
Teng ShangJun,
Ding Yu
Publication year - 2002
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20020201144
Subject(s) - chemistry , stereoselectivity , tartaric acid , magnesium , hydroxymethyl , stereochemistry , ring (chemistry) , organic chemistry , catalysis , citric acid
Synthesis of (+)‐altholactone has been achieved starting from L‐tartaric acid using (2 S , 3 R ,4 R ,5 R )‐2‐hydroxymethyl‐3,4‐bis(memoxymethoxy)‐5‐phenyltetrahydrofuran as key intermediate. The key epoxy ring was introduced by monoperoxyphthalate (MMPP) in high stereoselectivity (8.4:1).