(11bS)-2,6-Di-9-phenanthrenyl-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 95%|15-0837|1043567-32-3

(11bS)-2,6-Di-9-phenanthrenyl-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 95%

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Sku SC15-0837_50_MG
US-Strem
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Product Information

Product Name
(11bS)-2,6-Di-9-phenanthrenyl-4-hydroxy-4-oxide-dinaphtho2,1-d:1',2'-f1,3,2dioxaphosphepin, 95%
Brand Name
US-Strem
Product Number
15-0837
CAS
1043567-32-3
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
11693293
IUPAC Name
13-hydroxy-10,16-di(phenanthren-9-yl)-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
BVICVEIKBNVROI-UHFFFAOYSA-N
SMILES
C1=CC=C2C(=C1)C=C(C3=CC=CC=C23)C4=CC5=CC=CC=C5C6=C4OP(=O)(OC7=C6C8=CC=CC=C8C=C7C9=CC1=CC=CC=C1C1=CC=CC=C19)O

Application

Technical Notes:
1. Hydrogenation: A catalytic amount of Hantzsch ester that could be regenerated in situ by Ru complexes
under hydrogen gas has been employed in the biomimetic asymmetric hydrogenation of benzoxazinones with up to 99% ee in the presence of chiral phosphoric acid.
2.Friedel-Crafts Reaction: Chiral phosphoric acid-catalyzed enantioselective Friedel-Crafts reaction of indoles with ethyl glyoxylate imines was developed. With 10 mol% of the catalyst.
References:
1. J. Am. Chem. Soc., 2011, 133, 16432-16435. 2. Tetrahedron. L ett., 2009, 65, 1603- 1607.

References Data Source From Pubchem

Addition Reaction between Alkynes and Imines Promoted by Silver
Publication Name: Science of Synthesis
Publication Date: 2018

Hydroxy- and Alkoxybromination of Alkenes
Publication Name: Science of Synthesis
Publication Date: 2015

Imine or Iminium Formation/Hetero-electrocyclization
Publication Name: Science of Synthesis
Publication Date: 2015

Recent Progress in the Asymmetric Intermolecular Halogenation of Alkenes
Publication Name: Synthesis
Publication Date: 2014-01-31
DOI: 10.1055/s-0033-1340787

Brønsted Acids as Organocatalysts
Publication Name: Science of Synthesis
Publication Date: 2013