(11bR)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 95%, (98.5% ee)|15-1383|1242066-20-1

(11bR)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 95%, (98.5% ee)

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Sku SC15-1383_25_MG
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Product Information

Product Name
(11bR)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho2,1-d:1',2'-f1,3,2dioxaphosphepin, 95%, (98.5% ee)
Brand Name
US-Strem
Product Number
15-1383
CAS
1242066-20-1
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
50922737
IUPAC Name
13-hydroxy-10,16-dinaphthalen-1-yl-12,14-dioxa-13λ5-phosphapentacyclo13.8.0.02,11.03,8.018,23tricosa-1(23),2,8,10,15,17-hexaene 13-oxide
InChI Key
HDTFJILMKBHEPW-UHFFFAOYSA-N
SMILES
C1CCC2=C3C4=C5CCCCC5=CC(=C4OP(=O)(OC3=C(C=C2C1)C6=CC=CC7=CC=CC=C76)O)C8=CC=CC9=CC=CC=C98

Application

Technical Notes:
1.Friedel-Crafts Alkylation: Chiral phosphoric acid catalyzed F riedel-Crafts alkylation of indoles with 3,3,3- trifluoropyruvate gave the corresponding adducts in excellent yields with high enantioselectivities.
2.Pinacol Rearrangement: It has been found that indolyl diols can be treated with chiral phosphoric acids to effect a regio- and enantiose lective pinacol rearrangement with high efficiency.
References: 1.Asian J. Chem.. 2010, 5, 470-472.
2. Angew. Chem. Int. Ed., 2010, 49, 9734-9736.

References Data Source From Pubchem

Chiral VAPOL Imidodiphosphoric Acid-Catalyzed Asymmetric Vinylogous Mannich Reaction for the Synthesis of Butenolides
Publication Name: Synlett
Publication Date: 2018-08-23
DOI: 10.1055/s-0037-1610232