Synthesis of axially chiral C10-BridgePHOS oxides and their use as organocatalysts in enantioselective allylations of aldehydes |
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| Authors: | Jianzhong Chen Delong Liu Dongyang Fan Yangang Liu Wanbin Zhang |
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| Affiliation: | 1. School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, PR China;2. School of Pharmacy, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, PR China |
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| Abstract: | A series of C10-BridgePHOS oxides possessing different substituted groups on the diphenyl phosphine system were synthesized and tested as organocatalysts in the allylation of aldehydes with allyltrichlorosilane, providing chiral homoallylic alcohols. These types of organocatalysts showed high catalytic activity and only 2 mol% catalyst loading was required to induce short reaction times. Under optimal reaction conditions, excellent product yields and up to 92% ee were obtained for a variety of substrates. |
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| Keywords: | Axial chirality C10-BridgePHOS oxide Organocatalyst Enantioselective allylation Chiral homoallylic alcohol |
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