Open AccessSelective Deprotection of Acetals with Me3SiCH2MgCl. Peterson-Type Olefination of Acetals
Author(s) -
ChaoCheng Chiang,
Yu-Huei Chen,
YuTsai Hsieh,
TienYau Luh
Publication year - 2000
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/jo000317h
Subject(s) - acetal , yield (engineering) , diol , chelation , chemistry , organic chemistry , materials science , metallurgy
By employing the chelation strategy, treatment of an acetal of a contiguous diol with Me3SiCH2MgCl liberates the corresponding diol regioselectively. In addition, acetals of different structural variety are transformed upon treatment with Me3SiCH2MgCl and ZnI2 into the corresponding olefination products in good yield.
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