(11bR)-4-Hydroxy-2,6-diphenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 98%, (99% ee)

Name: (11bR)-4-Hydroxy-2,6-diphenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 98%, (99% ee) | 695162-86-8
Brand: US-Strem
SKU: SC15-1386_100_MG
Price: 153.0 USD
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Sku SC15-1386_100_MG

Vendor: US-Strem

Product Information

Product Name

(11bR)-4-Hydroxy-2,6-diphenyl-4-oxide-dinaphtho2,1-d:1',2'-f1,3,2dioxaphosphepin, 98%, (99% ee)

Brand Name

US-Strem

Product Number

15-1386

CAS

695162-86-8

Certificate of Analysis (COA)

COA not found

General Information

PubChem CID

12151052

IUPAC Name

13-hydroxy-10,16-diphenyl-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

RLPAIZCRXBEKDM-UHFFFAOYSA-N

SMILES

C1=CC=C(C=C1)C2=CC3=CC=CC=C3C4=C2OP(=O)(OC5=C4C6=CC=CC=C6C=C5C7=CC=CC=C7)O

Application

Technical Notes:
1.Diels-Alder Reaction: A highly enantioselective anti. diastereoselective hetero Diels -Alder reaction between a glyoxylate and siloxy- or methoxydienes using a chiral phosphoric acid catalyst that possesses less bulky phenyl groups at the 3 and 3' positions of binaphthyl has been developed.
2.Kinetic Resolution: In the presence of 10 mol% of a chiral phosphoric acid, a variety of racemic N-benzylic sulfonamides having N-(3-indolyI)methyl groups smoothly undergo kinetic resolution with benzyl thiol at 0 'C or at room temperature and the remaining sulfonamides are recovered in moderate to excellent yields and with excellent ee.
References:
1. J. Am. Chem. Soc.. 2009, 131, 12882-12883. 2. Chem. Commun.. 2012, 48, 898 900.

References Data Source From Pubchem

Discovery of GPR84 Fluorogenic Probes Based on a Novel Antagonist for GPR84 Bioimaging

Publication Name: Journal of Medicinal Chemistry

Publication Date: 2024-07-01

DOI: 10.1021/acs.jmedchem.4c00359

Stereoselective Domino Reactions in the Synthesis of Spiro Compounds

Publication Name: Synthesis

Publication Date: 2022-05-16

DOI: 10.1055/a-1771-0641

Predictive Analysis to Expand the Heterocycle Scope of the Catalytic Asymmetric Minisci Reaction

Publication Name: Synfacts

Publication Date: 2020-01-21

DOI: 10.1055/s-0039-1691614

Using Cinchona Alkaloid Catalysts

Publication Name: Science of Synthesis

Publication Date: 2017

Enantioselective Cascade Reactions under N-Heterocyclic Carbene Catalysis