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Sku SC15-8554_25_MG
US-Strem
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Product Information

Product Name
(8aR)-18-Hydroxy-8,9-diphenyl-18-oxide-diphenanthro4,3-d:3',4'-f1,3,2dioxaphosphepin, 98%, (99% ee)
Brand Name
US-Strem
Product Number
15-8554
CAS
871130-18-6
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
11570706
IUPAC Name
17-hydroxy-3,31-diphenyl-16,18-dioxa-17λ5-phosphaheptacyclo17.12.0.02,15.05,14.08,13.020,29.021,26hentriaconta-1(31),2,4,6,8,10,12,14,19,21,23,25,27,29-tetradecaene 17-oxide
InChI Key
YKIJNEDTUDPMNC-UHFFFAOYSA-N
SMILES
C1=CC=C(C=C1)C2=C3C4=C(C=C5C=CC6=CC=CC=C6C5=C4OP(=O)(OC3=C7C(=C2)C=CC8=CC=CC=C87)O)C9=CC=CC=C9

Application

Technical Notes:
1.Organocatalyst for amidation of imines .
2.Organocatalyst for desymmetrization of meso- aziridines.
3.Chiral Brønsted acid used in catalytic asymmetric aza-D arzens aziridine synthesis.
4.Organocatalyst forthe remote a-C -H bond activation of alcohols or amines triggered by the radical
trifluoromethylation of alkenes .
5.Used in the enantioselective Pd/Brønsted acid-catalyzed carbonylative carbocyclization of enallenes via cross -dehydrogenative coupling with terminal alkynes.
6.Co-catalyst used in Co/achiral pyridine ligand catalyzed enantioselective radical oxytrifluoromethylation of alkenes with alcohols .
7.Used in the enantioselective synthesis of tropanes via Brønsted acid catalyzed pseudotransannular
desymmetrization.

References

Carboetherification Initiated by Addition of Carbon Radicals to Alkenes

Publication Name: Science of Synthesis
Publication Date: 2022

Difunctionalization-Type Trifluoromethylation of Alkenes

Publication Name: Science of Synthesis
Publication Date: 2022

Brønsted Acid Catalyzed Pseudotransannular Desymmetrization Permits Access to Tropanols

Publication Name: Synfacts
Publication Date: 2020-06-17
DOI: 10.1055/s-0040-01707418

Enantioselective Oxytrifluoromethylation of Alkenes

Publication Name: Synfacts
Publication Date: 2017-09-18
DOI: 10.1055/s-0036-1591305