Dipartimento di Chimica e Biologia "A. Zambelli", Università di Salerno, Via Giovanni Paolo II 132, 84084, Fisciano, Italy.
Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus, Denmark.
Org Lett. 2022 Jun 24;24(24):4371-4376. doi: 10.1021/acs.orglett.2c01589. Epub 2022 Jun 10.
A highly enantioselective one-pot synthesis of functionalized triflones, bearing a quaternary stereocenter, has been developed, exploiting the Michael reaction of α-(trifluoromethylsulfonyl) aryl acetic acid esters with -acryloyl-1-pyrazole catalyzed by commercially available Takemoto's catalyst, followed by nucleophilic acyl substitution with alcohols. Preliminary investigations highlighted the attractive potential of the triflinate anion as the leaving group for stereocontrolled postfunctionalizations.
一种高度对映选择性的一锅法合成功能化的三氟甲磺酸酯，具有季立体中心，利用商业可得的 Takemoto 催化剂催化的 α-（三氟甲基磺酰基）芳基乙酸酯与 -丙烯酰基-1-吡唑的迈克尔反应，然后用醇进行亲核酰基取代。初步研究强调了三氟甲磺酸盐阴离子作为立体控制后官能化的离去基团的有吸引力的潜力。
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