261475
三氟甲磺酸二丁硼 溶液
1.0 M in methylene chloride
别名:
二丁基硼三氟甲磺酸盐 溶液
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关于此项目
线性分子式:
CF3SO3B[(CH2)3CH3]2
化学文摘社编号:
分子量:
274.11
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1968660
Form:
liquid
InChI
1S/C9H18BF3O3S/c1-3-5-7-10(8-6-4-2)16-17(14,15)9(11,12)13/h3-8H2,1-2H3
SMILES string
CCCCB(CCCC)OS(=O)(=O)C(F)(F)F
InChI key
FAVAVMFXAKZTMV-UHFFFAOYSA-N
form
liquid
concentration
1.0 M in methylene chloride
density
1.271 g/mL at 25 °C
General description
三氟甲磺酸二丁硼（二丁基三氟硼酸盐，Bu2BOTf）是有机金属试剂。能有效地促进苄基和烯丙基有机铜试剂的1,4-加成反应。
Application
三氟甲磺酸二丁硼 (ETMS) 可用于以下研究：
- 赤式羟醛的立体选择性和区域选择性合成
- 作为促进剂，用于溶液和聚合物负载的三氯乙酰亚胺酯糖基化
- 通过一步Mukaiyama醇醛反应合成β-烷氧羰基化合物
- 醇醛环化，用于立体选择性合成环醚
- 作为试剂形成硼烯醇盐
- 作为络合剂，分离1-酰基二吡咯甲烷
- 作为促进剂，促进醛与O-苄基或 O-烯丙基乙醇酸酯的[1,2] -Wittig反应，无需强碱即可高产量地生成两个连续立体中心（1,2-二醇）
signalword
Danger
hcodes
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3
target_organs
Central nervous system
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
80.6 °F - closed cup
flash_point_c
27 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
Sanjib Das et al.
Organic letters, 6(1), 123-126 (2004-01-03)
[reaction: see text] Dibutylboron triflate/diisopropylethylamine mediated aldol-type cyclization provides an expedient route for the stereoselective synthesis of cyclic ethers in a single step. The method is highly efficient for the stereoselective synthesis of 4-cis-tetrahydropyranones. The reaction is proposed to proceed
Stereo-and regio-controlled aldol synthesis.
Kuwajima I, et al.
Tetrahedron Letters, 21(44), 4291-4294 (1980)
Journal of the American Chemical Society, 115, 2613-2613 (1993)
Maud Reiter et al.
The Journal of organic chemistry, 70(21), 8478-8485 (2005-10-08)
A boron-mediated syn- and anti-stereoselective aldol reaction giving rise to various beta-hydroxyenones was coupled to a Pd((II))-mediated oxidative cyclization to give 2,3,6-trisubstituted syn- and anti-dihydropyranones in good yields. The Pd((II))-mediated oxidative cyclization was expanded to alpha-hydroxyenones leading to furan-3(2H)-one derivatives
Lian-Sheng Li et al.
Organic letters, 6(1), 127-130 (2004-01-03)
one-step Mukaiyama aldol type reaction [reaction: see text] A highly efficient one-step Mukaiyama aldol-type reaction has been developed for the synthesis of beta-alkoxy carbonyl compounds starting from ketones and acetals/ketals. The reaction is mediated by a combination of Bu(2)BOTf and
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