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The first enantioselective total synthesis of(+)-preussin B and an improved synthesis of(+)-preussin by step-economical methods
by
Pei-Qiang Huang Hui Geng Yong-Song Tian Qiu-Ran Peng Kai-Jiong Xiao
in
Amides
/ Chemistry
/ Chemistry and Materials Science
/ Chemistry/Food Science
/ Enantiomers
/ Fungicides
/ Malic acid
/ N-甲基化
/ Reductive alkylation
/ Stereoselectivity
/ Synthesis
/ 一步法合成
/ 全合成
/ 内酰胺
/ 合成方法
/ 对映选择性还原
/ 经济
/ 还原烷基化
2015
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The first enantioselective total synthesis of(+)-preussin B and an improved synthesis of(+)-preussin by step-economical methods
by
Pei-Qiang Huang Hui Geng Yong-Song Tian Qiu-Ran Peng Kai-Jiong Xiao
in
Amides
/ Chemistry
/ Chemistry and Materials Science
/ Chemistry/Food Science
/ Enantiomers
/ Fungicides
/ Malic acid
/ N-甲基化
/ Reductive alkylation
/ Stereoselectivity
/ Synthesis
/ 一步法合成
/ 全合成
/ 内酰胺
/ 合成方法
/ 对映选择性还原
/ 经济
/ 还原烷基化
2015
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The first enantioselective total synthesis of(+)-preussin B and an improved synthesis of(+)-preussin by step-economical methods
by
Pei-Qiang Huang Hui Geng Yong-Song Tian Qiu-Ran Peng Kai-Jiong Xiao
in
Amides
/ Chemistry
/ Chemistry and Materials Science
/ Chemistry/Food Science
/ Enantiomers
/ Fungicides
/ Malic acid
/ N-甲基化
/ Reductive alkylation
/ Stereoselectivity
/ Synthesis
/ 一步法合成
/ 全合成
/ 内酰胺
/ 合成方法
/ 对映选择性还原
/ 经济
/ 还原烷基化
2015
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The first enantioselective total synthesis of(+)-preussin B and an improved synthesis of(+)-preussin by step-economical methods
Journal Article
The first enantioselective total synthesis of(+)-preussin B and an improved synthesis of(+)-preussin by step-economical methods
2015
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Overview
The first enantioselective total synthesis of(+)-preussin B and an improved synthesis of the antifungal alkaloid(+)-preussin are described. Our approach relied on the four step-economical synthetic methods developed in our laboratory:(1) the cis-diastereoselective reductive dehydroxylation of hemiaminals;(2) the direct amide/lactam reductive alkylation;(3) the one-pot N,O-bisdebenzylation-N-methylation; and(4) the one-step synthesis of malimide from malic acid. Both total syntheses are quite concise, which have been achieved in six steps, and gave overall yields of 25.7% and 27.6%, respectively.
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