(19)
(11) EP 3 663 305 A8

(12) CORRECTED EUROPEAN PATENT APPLICATION
published in accordance with Art. 153(4) EPC

(15) Correction information:
Corrected version no 1 (W1 A1)

(48) Corrigendum issued on:
16.09.2020 Bulletin 2020/38

(43) Date of publication:
10.06.2020 Bulletin 2020/24

(21) Application number: 18841947.7

(22) Date of filing: 29.05.2018
(51) International Patent Classification (IPC): 
C07F 7/18(2006.01)
C07C 405/00(2006.01)
(86) International application number:
PCT/JP2018/020527
(87) International publication number:
WO 2019/026402 (07.02.2019 Gazette 2019/06)
(84) Designated Contracting States:
AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR
Designated Extension States:
BA ME
Designated Validation States:
KH MA MD TN

(30) Priority: 03.08.2017 JP 2017150745

(71) Applicant: National Center for Geriatrics and Gerontology
Obu City, Aichi 474-8511 (JP)

(72) Inventors:
  • SUZUKI Masaaki
    Obu City Aichi 474-8511 (JP)
  • KOYAMA Hiroko
    Gifu-shi Gifu 501-1193 (JP)

(74) Representative: Kuhnen & Wacker Patent- und Rechtsanwaltsbüro PartG mbB 
Prinz-Ludwig-Straße 40A
85354 Freising
85354 Freising (DE)

   


(54) METHOD FOR INTRODUCING SUBSTITUENTS INTO ALPHA,BETA-UNSATURATED KETONE AND PROSTAGLANDIN COMPOUND SYNTHESIS METHOD UTILIZING SAME


(57) The present invention provides a method for introducing substituents into the α-position and the β-position of an α,β-unsaturated ketone, which not only can be used for the synthesis of a prostaglandin by a three-component coupling process, but also enables synthesis of a prostaglandin in a high yield by one-pot operation without requiring the use of a large excess amount of any of the three components required for the synthesis or using a highly toxic heavy metal as a catalyst or a solvent that is highly toxic to living bodies, and a method for synthesizing a prostaglandin using the same technical means..
The method for introducing substituents into an α,β-unsaturated ketone according to the present invention is a method for introducing substituents into the carbon at the α-position and the carbon at the β-position of an α,β-unsaturated ketone, including: a first step of mixing alkyllithium and trialkylalkenyl tin in which tin atom binds to the vinyl position of the alkenyl group; a second step of mixing the mixture of the first step and dialkylzinc; a third step of mixing the mixture of the second step and an α,β-unsaturated ketone; and a fourth step of mixing the mixture of the third step and a trifluoromethanesulfonate compound.