665290
(S,S,S)-(+)-(3,5-二氧杂-4-磷杂环庚二烯并[2,1-a:3,4-a′]二萘-4-基)二(1-苯基乙基)胺
97%
别名:
(+)-N,N-Bis[(1S)-1-phenylethyl]- dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin- 4-amine, (11bR)
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选择尺寸
关于此项目
经验公式（希尔记法）:
C36H30NO2P
化学文摘社编号:
分子量:
539.60
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
InChI
1S/C36H30NO2P/c1-25(27-13-5-3-6-14-27)37(26(2)28-15-7-4-8-16-28)40-38-33-23-21-29-17-9-11-19-31(29)35(33)36-32-20-12-10-18-30(32)22-24-34(36)39-40/h3-26H,1-2H3/t25-,26-/m0/s1
SMILES string
C[C@H](N([C@@H](C)c1ccccc1)P2Oc3ccc4ccccc4c3-c5c(O2)ccc6ccccc56)c7ccccc7
InChI key
LKZPDRCMCSBQFN-UIOOFZCWSA-N
assay
97%
form
solid
mp
88-89 °C
functional group
amine, phenyl
Quality Level
Application
手性亚磷酰胺配体，用于向多种 Michael 受体中添加高对映选择性铜催化的共轭二烷基锌。 也用于钯催化的二乙基锌介导的烯丙基化。
本品可作为配体用于：
- 铱催化的非环非手性烯丙基碳酸酯与硅酸钾的烯丙基醚化反应，生成手性烯丙基醇。
- 钯催化 N -tosyl 和 N -苄基碳酸酯的不对称烯丙基环化，分别形成相应的的吡咯烷和哌啶衍生物。
- 分子内铱催化 ( E )-烯丙基甲基碳酸酯的烯丙基环化反应，生成 2,5- 反式 / 顺式 吡咯烷衍生物。
Features and Benefits
MonoPhos ® 配体的优势：
- 在众多的变换中具有优越的对映控制
- 低催化剂负载量下的高活性
- 低压条件下的氢化
Legal Information
经 DSM 授权销售，仅供研究使用。
MonoPhos is a registered trademark of DSM IP Assets B.V.
wgk
WGK 3
flash_point_f
Not applicable
存储类别
11 - Combustible Solids
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Enantioselective synthesis of N-heterocycles via intramolecular Pd (0)-catalysed allylic amination.
Olszewska B, et al.
Tetrahedron, 69(46), 9551-9556 (2013)
Marcovic', D.; Hartwig, J. F.
Journal of the American Chemical Society, 129 (2007)
Asymmetric synthesis of 2, 5-disubstituted 3-hydroxypyrrolidines based on stereodivergent intramolecular iridium-catalyzed allylic aminations.
Natori Y, et al.
Organic & Biomolecular Chemistry, 12(12), 1983-1994 (2014)
Iridium-Catalyzed Enantioselective Synthesis of Allylic Alcohols: Silanolates as Hydroxide Equivalents.
Lyothier I, et al.
Angewandte Chemie (International Edition in English), 45(37), 6204-6207 (2006)
Oliver Knopff et al.
Organic letters, 4(22), 3835-3837 (2003-02-26)
[formula: see text] The zinc enolates, resulting from the copper-catalyzed enantioselective conjugate addition of dialkyl zinc reagents to cyclic and acyclic enones, could be trapped, quantitatively, as silyl enol ethers with TMSOTf in apolar solvents or with TMSCI and NEt3.
商品
DSM collaboration offers MonoPhos™ ligands for research, based on the BINOL platform by Feringa and co-workers.
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