Features of Pd-catalyzed reactions of allylic acetates elimination in racemic cloprostenol methyl ester triacetate and 15-acetate of methyl ester 11-deoxyprostaglandin E1

被引:0
作者
Zagitov, Vadim V. [1 ]
Khursan, Sergey L. [1 ]
Vostrikov, Nikolay S. [1 ]
Lobov, Alexander N. [1 ]
Petrova, Svetlana F. [1 ]
Miftakhov, Mansur S. [1 ]
机构
[1] RAS, Ufa Inst Chem UFRC, 69 Pr Oktyabrya, Ufa 450054, Russia
关键词
Prostaglandin; Cloprostenol; Allylic acetate; Elimination; Reductive elimination; Palladium; SILYL ENOL ETHERS; PALLADIUM; FUNCTIONALIZATION; ALKYLATION;
D O I
10.1016/j.tet.2024.134215
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An exclusively stereoselective reaction of AcOH elimination in the title acetate of cloprostenol was described, which led with high yield under Pd(PPh3)(4)-NaH-THF catalysis to the corresponding 13E,15Z-derivative. In contrast, under the same conditions, the use of methyl ester of 15-acetate 11-deoxyprostaglandin E1 results in regioisomeric reductive elimination products.
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页数:6
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