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Sku SC15-1382_100_MG
US-Strem
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Product Information

Product Name
(11bS)-4-Hydroxy-2,6-bis2,4,6-tris(1-methylethyl)phenyl-4-oxide-dinaphtho2,1-d:1',2'-f1,3,2dioxaphosphepin, 98%, (99% ee)
Brand Name
US-Strem
Product Number
15-1382
CAS
874948-63-7
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
11498681
IUPAC Name
13-hydroxy-10,16-bis2,4,6-tri(propan-2-yl)phenyl-12,14-dioxa-13λ5-phosphapentacyclo13.8.0.02,11.03,8.018,23tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene 13-oxide
InChI Key
AGQAQYPGJDBIQR-UHFFFAOYSA-N
SMILES
CC(C)C1=CC(=C(C(=C1)C(C)C)C2=CC3=CC=CC=C3C4=C2OP(=O)(OC5=C4C6=CC=CC=C6C=C5C7=C(C=C(C=C7C(C)C)C(C)C)C(C)C)O)C(C)C

Application

Technical Notes:
1.Pictet-Spengler Reaction: Catalyst for the asymmetric Pictet-Spengler reaction, where substituted
tryptamines are treated with an aldehyde in the presence of a catalytic amount of a chiral phos phoric acid.
2.Spiroketalization: The chiral catalyst can override the inherent preference for the formation of thermodynamic spiroketals, and highly selective formation of nonthermodynamic spiroketals could be achieved under the reaction conditions 3.oxa-Diels-Alder Cycloaddition: An asymmetric cascade annulation between 2-hydroxystyrenes and 2- alkynylbenaldehyes or 1 -(2-alkynylphenyl)ketones has been established with good to excellent
enantioselectivities, on the basis of an enantios elective oxa-Diels-Alder cycloaddition of in situ generated me tallo-isochromenylium intermediates, by cooperative binary catalysis of Pd(OAc)2 and (S)-TRIP
4.Hydrogenation: A 1 mol % loading of the chiral phosphoric acid catalyst converts aromatic and aliphatic
imines such as into the corresponding amines in high yields and enantioselectivities if treated with Hantzschdihydropyridine
5.Kinetic Resolution: An efficient and simple protocol for the kinetic resolution of secondary alcohols. The system is based on a combination of chiral Bronsted acid, DABCO, and acetyl chloride to gives various enantioenriched alcohols with selectivity factors up to 105.

References Data Source From Pubchem

The current utility and future potential of multiborylated alkanes

Publication Name: Nature reviews. Chemistry
Publication Date: 2024-09-26
DOI: 10.1038/s41570-024-00650-x

Synthetic access to thiols: A review

Publication Name: Journal of Chemical Sciences
Publication Date: 2024-09-09
DOI: 10.1007/s12039-024-02300-7

Knölker-Type Catalysts for (Asymmetric) Hydrogenation Reactions

Publication Name: Metallocenes in Regio- and Stereoselective Synthesis
Publication Date: 2024
DOI: 10.1007/3418_2024_114

Reaction Using Dimethyldioxirane

Publication Name: Science of Synthesis
Publication Date: 2024

Copper-Catalyzed Enantioselective Remote Oxytrifluoromethylation of Alkenes

Publication Name: Science of Synthesis
Publication Date: 2024