An efficient catalyst-free Mukaiyama-aldol reaction of fluorinated enol silyl ethers with tryptanthrinElectronic supplementary information (ESI) available. CCDC 1054454. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5ob01125f

We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any catalyst. This method is applied to the total synthesis of the difluoro analogues of the natural product Phaitanthrin B. We report an efficient...

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Main Authors Liao, Fu-Min, Liu, Yun-Lin, Yu, Jin-Sheng, Zhou, Feng, Zhou, Jian
Format Journal Article
LanguageEnglish
Published 11.08.2015
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Abstract We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any catalyst. This method is applied to the total synthesis of the difluoro analogues of the natural product Phaitanthrin B. We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any catalyst. This represents the first modification of tryptanthrin by a fluoroalkyl group, which is applied to the total synthesis of the difluoro analogues of the natural product Phaitanthrin B.
AbstractList We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any catalyst. This method is applied to the total synthesis of the difluoro analogues of the natural product Phaitanthrin B. We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any catalyst. This represents the first modification of tryptanthrin by a fluoroalkyl group, which is applied to the total synthesis of the difluoro analogues of the natural product Phaitanthrin B.
Author Zhou, Jian
Liu, Yun-Lin
Yu, Jin-Sheng
Zhou, Feng
Liao, Fu-Min
AuthorAffiliation Shanghai Institute of Organic Chemistry
CAS
School of Chemistry and Molecular Engineering
Shanghai Key Laboratory of Green Chemistry and Chemical Process
East China Normal University
State Key Laboratory of Organometallic Chemistry
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  givenname: Jian
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  fullname: Zhou, Jian
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Notes Electronic supplementary information (ESI) available. CCDC
For ESI and crystallographic data in CIF or other electronic format see DOI
1054454
10.1039/c5ob01125f
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  publication-title: Multicatalyst system in asymmetric catalysis
  doi: Zhou
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Snippet We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any...
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Title An efficient catalyst-free Mukaiyama-aldol reaction of fluorinated enol silyl ethers with tryptanthrinElectronic supplementary information (ESI) available. CCDC 1054454. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5ob01125f
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