Expanding the Scope of the Organocatalytic Addition of Fluorobis(phenylsulfonyl)methane to Enals: Enantioselective Cascade Synthesis of Fluoroindane and Fluorochromanol Derivatives

被引：17

作者：

Kim, Young Sug ^{[1
,2
]}

Kim, Sun Min ^{[1
,2
]}

Wang, Bing ^{[1
,3
]}

Companyo, Xavier ^{[1
]}

Li, Jing ^{[3
]}

Moyano, Albert ^{[1
]}

Im, Seoyoung ^{[4
]}

Tosner, Zdenek ^{[5
]}

Yang, Jung Woon ^{[2
]}

Rios, Ramon ^{[1
,6
]}

机构：

[1] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain

[2] Sungkyunkwan Univ, Dept Energy Sci, Suwon 440746, South Korea

[3] Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 30007, Peoples R China

[4] Sungkyunkwan Univ, Dept Chem, Suwon 440746, South Korea

[5] Charles Univ Prague, Lab NMR Spect, Fac Sci, Prague 12843 2, Czech Republic

[6] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2014年 / 356卷 / 2-3期

关键词：

enantioselectivity; fluorine; indanes; Michael reaction; organocatalysis; MICHAEL ADDITION; NUCLEOPHILIC FLUOROALKYLATION; O-HYDROXYCINNAMALDEHYDES; FLUORINATED SULFONES; ALKYLATION REACTIONS; CONJUGATE ADDITION; ALPHA-FLUORINATION; C-F; MONOFLUOROMETHYLATION; CYCLOPROPANATION;

D O I：

10.1002/adsc.201300703

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Highly enantioselective cascade reactions for the synthesis of fluoroindanes and chromanols derivatives are described. The cascade reactions consisted of either a double Michael reaction or Michael-hemiacetal formation via the addition of fluorobis(phenylsulfonyl) methane (FBSM) to enals. The final products were obtained in good yields with excellent stereoselectivities.

引用

页码：437 / 446

页数：10

共 32 条

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Chen, I-Ting
Lin, Hsuan
Han, Jeng-Liang
ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (20) : 3493 - 3504
[32] Enantioselective cascade double Michael addition of 3-nitro-2H-chromenes and acyclic enones: efficient synthesis of functionalized tricyclic chroman derivatives
Li, Jun-Hua
Du, Da-Ming
ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (37) : 9600 - 9609

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