633348
乙烯基硼酸频哪醇酯
contains phenothiazine as stabilizer, 95%
别名:
2-乙烯基-4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷
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选择尺寸
关于此项目
经验公式（希尔记法）:
C8H15BO2
化学文摘社编号:
分子量:
154.01
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C8H15BO2/c1-6-9-10-7(2,3)8(4,5)11-9/h6H,1H2,2-5H3
SMILES string
CC1(C)OB(OC1(C)C)C=C
InChI key
DPGSPRJLAZGUBQ-UHFFFAOYSA-N
assay
95%
contains
phenothiazine as stabilizer
refractive index
n20/D 1.4300 (lit.)
density
0.908 g/mL at 25 °C (lit.)
storage temp.
−20°C
Quality Level
Application
在“双”Heck-Mizoroki芳基化的使用中，生成β, β-二芳基化乙烯基硼酸盐，并与额外芳基卤化物反应形成Π-扩展系统。这种方法用于制备共轭树枝状化合物。 也用于通过光诱导黄原酸酯的添加制备γ羰基乙烯基硼酸盐。
试剂用于
制备过程中使用的试剂
- Suzuki-Miyaura 偶联反应
- Mizoroki-Heck 反应（级联反应）
- 分子内 Nozaki-Hiyama-Kishi 反应
- 立体选择性铜催化 γ-选择性和立体定向偶联
- 分子内 (4 + 1) 环加成反应的立体选择性控制及机理描述
- 金 (I) 催化卤代炔烃的氢磷氧基化反应和钯催化的连续交叉偶联反应合成三取代烯烃的区域和立体选择性
- 不对称桦木还原性烷基化
制备过程中使用的试剂
- 脂类感应分子管
- 酶抑制剂、抗生素、受体类似物和其他具有生物学意义的化合物（包括全合成）
Disclaimer
Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.
signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 2 - Flam. Liq. 3 - Skin Sens. 1
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
93.2 °F
flash_point_c
34 °C
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
Christopher A Leclair et al.
Tetrahedron letters, 51(52), 6852-6855 (2011-04-26)
A total synthesis of LL-Z1640-2 (2), a potent and selective kinase inhibitor, has been completed. The key step of the convergent synthesis utilized a late-stage intramolecular Nozaki-Hiyama-Kishi (NHK) reaction to close the macrocycle at the C6'-C7' bond.
Bathoju Chandra Chary et al.
Chemical communications (Cambridge, England), 47(27), 7851-7853 (2011-06-07)
A new stereoselective synthesis of trisubstituted alkenes is developed. Hydrophosphoryloxylation of haloalkynes provides Z-alkenyl halophosphates, which undergo Pd-catalyzed consecutive cross-coupling reactions to afford regio- and stereodefined trisubstituted alkenes.
Mingyu Yang et al.
Organic letters, 14(3), 816-819 (2012-01-20)
A Cu-catalyzed γ-selective coupling reaction between propargylic phosphates and aryl- or alkenylboronates afforded aryl- or alkenyl-conjugated allenes. The reaction showed excellent functional group compatibility in both the propargylic substrates and the boronates. The reaction of an enantioenriched propargylic phosphate proceeded
Markus R Heinrich et al.
Chemical communications (Cambridge, England), (24), 3077-3079 (2005-06-17)
Gamma-carbonyl vinyl boronates can be prepared by a visible light induced radical chain addition of an S-acyl dithiocarbonate (xanthate) to the pinacol ester of vinyl boronic acid, followed by treatment with base.
Leslie Duroure et al.
Organic & biomolecular chemistry, 9(23), 8112-8118 (2011-10-26)
Simple models of the spiroimine core of (-)-gymnodimine A have been synthesized in racemic and optically active forms. The quaternary carbon of the racemic spiroimines was created by Michael addition of a β-ketoester to acrolein, whereas the asymmetric allylic alkylation
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