Highly diastereo- and enantioselective organocatalytic one-pot sequential 1,4-addition/dearomative-fluorination transformation

Li F.; Sun L.; Teng Y.; Yu P.; Zhao J.C.-G.; Ma J.-A.

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Highly diastereo- and enantioselective organocatalytic one-pot sequential 1,4-addition/dearomative-fluorination transformation

机译：高度非对映和对映选择性的有机一锅顺序1,4加成/脱脂氟化反应

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Fluorination: A wide range of nitroolefins and pyrazol-5-ones undergo a sequential 1,4-addition/dearomative-fluorination transformation when treated with a catalytic amount of a tertiary-amine-thiourea compound and the terminal electrophile, N-fluorobenzenesulfonimide, to give fluorinated products in 72-95 % yield with up to 99:1 d.r. and 98 % ee. Notably, these products contain adjacent tertiary and α-fluoro quaternary stereocenters (see scheme).

机译：氟化：当使用催化量的叔胺-硫脲化合物和末端亲电试剂N-氟苯磺酰亚胺处理时，多种硝基烯烃和吡唑-5-酮会依次发生1,4-加成/去油氟化反应。以高达72：95％的产率提供氟化产品，并且高达99：1 dr和98％ee。值得注意的是，这些产品包含相邻的叔和α-氟四元立体中心（请参阅方案）。

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《Chemistry: A European journal》 |2012年第45期|共6页
作者
Li F.; Sun L.; Teng Y.; Yu P.; Zhao J.C.-G.; Ma J.-A.;
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正文语种 eng
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1; 4-addition reactions; asymmetric catalysis; organocatalysis; pyrazolones; thiourea catalysts;

机译：1;4-加成反应;不对称催化;有机催化;吡唑啉酮;硫脲催化剂;

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1. Highly diastereo- and enantioselective organocatalytic one-pot sequential 1,4-addition/dearomative-fluorination transformation [J] . Li F., Sun L., Teng Y., Chemistry: A European journal . 2012,第45期

机译：高度非对映和对映选择性的有机催化一锅顺序1,4加成/脱脂氟化
2. One-pot organocatalytic enantioselective Michael addition and aza-cyclization/dehydration cascade reaction strategy: asymmetric synthesis of highly functionalized 1,4-dihydroquinolines [J] . Kim Hanna, Kim Sung-Gon Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2015,第33期

机译：一锅有机催化对映选择性迈克尔加成和氮杂环化/脱水级联反应策略：高功能化1,4-二氢喹啉的不对称合成
3. Highly diastereo- and enantioselective organocatalytic michael addition of α-ketoamides to nitroalkenes [J] . Baslé O., Raimondi W., Duque M.D.M.S., Organic letters . 2010,第22期

机译：α-酮酰胺向硝基烯烃的高度非对映和对映选择性有机催化迈克尔加成
4. Highly Enantioselective 1,4-Addition of Dialkylzinc to Enones Using Novel N,N,P—tridentate Ligands [C] . Kenjiro Kawamura, Masahiko Hayashi Symposium on Organometallic Chemistry . 2008

机译：使用新颖的N，N，P-Trientate配体，高映选择性1,4-加入蜗杆上的二烷基锌
5. Development of two organocatalytic photoredox transformations: The enantioselective cation radical Diels-Alder reaction and the anti-Markovnikov hydroamination of alkenes. [D] . Nguyen, Tien M. 2014

机译：两种有机催化光氧化还原转化的发展：对映选择性阳离子自由基Diels-Alder反应和烯烃的反马尔可夫尼科夫氢化胺化反应。
6. Organocatalytic cascade aza-Michael/hemiacetal reaction between disubstituted hydrazines and αβ-unsaturated aldehydes: Highly diastereo- and enantioselective synthesis of pyrazolidine derivatives [O] . Zhi-Cong Geng, Jian Chen, Ning Li, 2012

机译：双取代肼与αβ-不饱和醛之间的有机催化级联氮杂-迈克尔/半缩醛反应：吡唑烷衍生物的高度非对映和对映选择性合成
7. Diastereo- and Enantioselective Organocatalytic Direct Conjugate Addition of γ-Butenolide to Chalcones [O] . Yinan Zhang, Chenguang Yu, Yafei Ji, 2008

机译：对γ-丁醇的反对和对映选择性有机催化直接缀合物加入γ-丁醇

Highly diastereo- and enantioselective organocatalytic one-pot sequential 1,4-addition/dearomative-fluorination transformation

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