Total Synthesis of (+)-(2S,3R)-Piscidic AcidviaCatalytic Asymmetric Dihydroxylation of a Trisubstituted Olefin
作者:
期刊:
Bioscience, Biotechnology, and Biochemistry
(Taylor Available online 1999)
卷期:
Volume 63,
issue 5
页码: 964-967
ISSN:0916-8451
年代: 1999
DOI:10.1271/bbb.63.964
出版商: Japan Society for Bioscience, Biotechnology, and Agrochemistry
关键词: piscidic acid;asymmetric dihydroxylation;catalytic asymmetric synthesis
数据来源: Taylor
摘要:
(+)-(2S,3R)-Piscidic acid was efficiently synthesized with high optical purity (90%e.e.)viaSharpless catalytic asymmetric dihydroxylation of a trisubstituted olefin in only 6 steps from commercially available 4-hydroxyphenylpyruvic acid as the starting material. The reaction proceeded with high optical purity by using the chiral ligands, dihydroquinidine 2,5-diphenyl-4,6-pyrimidinediyl diether or dihydroquinidine 1,4-anthraquinonediyl diether.
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