Catalytic and highly enantioselective reactions of α-sulfonyl carbanions with chiral bis(oxazoline)s
Catalytic and highly enantioselective reactions of α-sulfonyl carbanions with chiral bis(oxazoline)s
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DOI：
10.1002/chem.200800221
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发表时间：
2008-01-01
影响因子：
4.3
通讯作者：
Toru, Takeshi
中科院分区：
文献类型：
--
作者：
Nakamura, Shuichi;Hirata, Norimune;Toru, Takeshi
公开了锂化苄基三氟甲基磺内酯与亚化学计量量的双（恶唑啉）和各种醛的对映选择性反应。产物以优异的非对映体和对映体选择性形成。用N-氟苯磺酰亚胺和化学计量的双（恶唑啉）氟化砜得到具有极高对映选择性（高达99%ee; ee =对映体过量）的产物。结果表明，该反应是通过动态热力学拆分途径进行的。
The enantioselective reactions of lithiated benzyl trifluoromethyl sultones with a substoichiometric amount of a bis(oxazoline) and various aldehydes is disclosed. The products were formed with excellent diastereo- and enantioselectivities. Fluorination of the sulfone with N-fluorobenzenesulfonimide and a stoichiometric amount of a bis(oxazoline) gave products with extremely high enantioselectivities (up to 99% ee; ee = enantiomeric excess). The enantioselective reaction was confirmed to proceed through a dynamic thermodynamic resolution pathway.