Synthesis of Alkenyl Boronates from Epoxides with Di-[B(pin)]-methane via Pd-Catalyzed Dehydroboration,Organic Letters

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Synthesis of Alkenyl Boronates from Epoxides with Di-[B(pin)]-methane via Pd-Catalyzed Dehydroboration
Organic Letters ( IF 4.9 ) Pub Date : 2018-01-10 00:00:00 , DOI: 10.1021/acs.orglett.7b03853
Stephanie A. Murray ₁ , Eugenia C. M. Luc ₁ , Simon J. Meek ₁

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A practical and broadly applicable catalytic method for the synthesis of (E)-alkenylborons is presented. Reactions are promoted by [Pd(Cl)(η³-C₃H₅)]₂ and proceed by the dehydroboration of cyclic borates. Through the use of epoxides and readily available di-B(pin)-methane (pin = pinacolato), a range of allylic alcohol-containing alkenyl boronates, including those that contain a tertiary alcohol, may be prepared in up to 75% yield and >20:1 E/Z.

中文翻译：

Pd催化脱氢硼化反应由二[B（pin）]-甲烷与环氧化合物合成硼酸烯基酯

提出了一种实用且广泛适用的合成（E）-烯基硼的催化方法。反应通过促进[加入Pd（Cl）的（η ³ -C ₃ H ^ ₅）] ₂和由环状硼酸盐的dehydroboration进行。通过使用环氧化物和现成的二-B（pin）-甲烷（pin =频哪醇），可以制备一系列含烯丙基醇的烯基硼酸酯，包括那些含有叔醇的硼酸烯基硼酸酯，其收率可达75％。 > 20：1 é / ž。

更新日期：2018-01-10

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