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卷 6, 期 8, 页码 1337-1339出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol049600j
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- NIGMS NIH HHS [R01 GM 65149-01] Funding Source: Medline
Exposure of Morita-Baylis-Hillman (MBH) acetates to tertiary phosphine catalysts in the presence of 4,5-dichlorophthalimide enables regiospecific allylic substitution through a tandem S(N)2'-S(N)2' mechanism. Through the use of the chiral. phosphine catalyst (R)-Cl-MeO-BIPHEP, chiral racemic MBH acetate 4 is converted to the corresponding allylic amination product in 80% yield and 56% enantiomeric excess, thus establishing the feasibility of dynamic kinetic resolution.
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