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Study on Lewis acid promoted condensation of allylalkoxysilanes with (‐)‐menthyl glyoxylate
Author(s) -
Chen YongJun,
Huang Liang,
Wang Dong,
Li JiSheng
Publication year - 1994
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.19940120508
Subject(s) - chemistry , glyoxylate cycle , lewis acids and bases , yield (engineering) , condensation , condensation reaction , optically active , solid state , organic chemistry , medicinal chemistry , stereochemistry , catalysis , materials science , physics , metallurgy , thermodynamics , enzyme
Allylalkoxydimethylsilanes (2) condense with (‐)‐menthyl glyoxylate (3) in the presence of Lewis acid to give optically active menthyl 2‐hydroxy‐4‐pentenoate (7) with optical purity of 31–42%. Factors affecting the yield and de of 7 have been examined. The stereochemistry of transition state of the reaction was discussed.