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质量水平
方案
96%
表单
solid
旋光性
[α]20/D -9.0°, c = 1 in methanol
mp
253-258 °C
SMILES字符串
C1CN[C@@H](C1)c2nnn[nH]2
InChI
1S/C5H9N5/c1-2-4(6-3-1)5-7-9-10-8-5/h4,6H,1-3H2,(H,7,8,9,10)/t4-/m0/s1
InChI key
XUHYQIQIENDJER-BYPYZUCNSA-N
应用
(S)-(−)-5-(2-Pyrrolidinyl)-1H-tetrazole can be used as an organocatalyst:
- To prepare enantioselective chiral 1,2-oxazines from achiral ketones via an intramolecular Wittig reaction.
- To synthesize diastereoselective Michael addition products by addition of aliphatic aldehydes to β-nitrostyrene.
- In the direct asymmetric α-fluorination of linear and branched aldehydes using N-fluorobenzenesulfonamide as the fluorinating agent.
Organocatalyst used for:
- Direct asymmetric aldol reactions between acetone and aldehydes yielding β -hydroxy ketone and for synthesizing 1,1,1-trichloro-2-alkanols
- Mannich reactions for synthesis fo α -amino acids and generation of 1,4-diamines
- Conjugate additions of malonates to enones
警示用语:
Danger
危险分类
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Synlett, 2548-2548 (2006)
A highly selective, organocatalytic route to chiral 1, 2-oxazines from ketones
Chemical Communications (Cambridge, England), 3211-3213 (2006)
Asymmetric organocatalyzed Michael addition of aldehydes to β-nitrostyrene in ionic liquids
Tetrahedron Asymmetry, 20(20), 2403-2406 (2009)
Chemical communications (Cambridge, England), (30), 3211-3213 (2006-10-10)
A sequential, organocatalysed asymmetric reaction to access chiral 1,2-oxazines from achiral ketone starting materials is reported, which proceeds in moderate to good yields and excellent enantioselectivity.
Direct asymmetric α-fluorination of aldehydes
Angewandte Chemie (International Edition in English), 117(24), 3772-3776 (2005)
相关内容
The Yamamoto group has employed several applications in catalysis.
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