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Sku SC15-1381_100_MG
US-Strem
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Product Information

Product Name
(11bR)-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
15-1381
CAS
791616-63-2
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.Reductive Amination: Catalyst for the organocatalytic asymmetric reductive amination of aldehydes.
2.Treating racemic a-branched alde hydes with p-anisidine and a Hantzsch ester in the presence of catalyst, TRIP, gave ß-branched secondary amines.
a-Allylation: Highly enantioselective Pd/chiral acid-catalyzed a-allylation of a-branched aldehydes with an allyl amine as the allylating species, that creates all-carbon quaternary stereogenic centers in high yields and enantioselectivities .
3.Hydrogenation: A achiral amine in combination with a catalytic amount of a chiral Brønsted acid can
accomplish an aldol addition-dehydration-conjugate reduction-reductive amination to provide potential
intermediates of pharmaceutically active compounds in good yields and excellent enantioselectivities.
4.Friedel-Crafts Reaction: The first enantioselective catalysis of the Friedel-Crafts reaction via activation of electron-rich multiple bonds by a chiral Brønsted acid.
5.Allylboration: A new high-yielding and highly enantioselective chiral Brønsted acid-catalyzed allylboration of aldehydes.
6.Aza-Darzens Reaction: Aza-Darzens reaction of ethyl diazoacetate with aldimines, derived from phenyl glyoxal, furnished cis-aziridine carboxylates with excellent enantioselectivities by means of a chiral phosphoric acid.
7.Intramolecular Aldol Condensation: Transformation applicable to a wide variety of substrates to give chiral cyclohexenones in high yields and with excellent enantios electivity.

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