Cinchona alkaloid-catalyzed enantioselective monofluoromethylation reaction based on fluorobis(phenylsulfonyl)methane chemistry combined with a Mannich-type reaction

Cinchona alkaloid-catalyzed enantioselective monofluoromethylation reaction based on fluorobis(phenylsulfonyl)methane chemistry combined with a Mannich-type reaction
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DOI:
10.1021/ja071509y
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发表时间:
2007-05-23
影响因子:
15
通讯作者:
Toru, Takeshi
Toru, Takeshi
中科院分区:
化学1区
文献类型:
--
作者:
Mizuta, Satoshi;Shibata, Norio;Toru, Takeshi

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在手性PTC存在下,利用1-氟(苯基磺酰基)甲烷(FBSM, 1)对原位生成的前手性亚胺进行了前所未有的对映选择性单氟甲基化反应,该反应基于mannich型反应,然后进行了还原性脱硫。
A catalytic protocol for the unprecedented enantioselective monofluoromethylation of in situ generated prochiral imines using 1-fluorobis(phenylsulfonyl)methane (FBSM, 1) in the presence of a chiral PTC based on the Mannich-type reaction followed by reductive desulfonylation has been developed.