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Sku SC15-5614_100_MG
US-Strem
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Product Information

Product Name
(11bS)-N,N-Bis(S)-1-phenylethyl-dinaphtho2,1-d:1',2'-f1,3,2dioxaphosphepin-4-amine, 98%, (99% ee)
Brand Name
US-Strem
Product Number
15-5614
CAS
209482-27-9
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
11731247
IUPAC Name
N,N-bis(1S)-1-phenylethyl-12,14-dioxa-13-phosphapentacyclo13.8.0.02,11.03,8.018,23tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-amine
InChI Key
LKZPDRCMCSBQFN-UIOOFZCWSA-N
SMILES
CC@@H(C1=CC=CC=C1)N(C@@H(C)C2=CC=CC=C2)P3OC4=C(C5=CC=CC=C5C=C4)C6=C(O3)C=CC7=CC=CC=C76

Safety Information

Storage Condition
Store at 2-8℃

Application

Technical Notes:
1.Amination - Studies were conducted to determine pos sible intermediates in the highly enantioselective, iridium-catalyzed amination and etherification of allylic carbonates, and these studies revealed that cyclometalation of this phosphoramidite ligand is likely to generate the active catalyst
2.Cyclization - Enantioselective cyclization of aromatic ketimines containing alkenyl groups tethered at the meta position of an imine directing group has been achieved using 5 mol% RhCI(coe)22 and 15 mol% of this (S )-BINOL-derived phosphoramidite ligand.
3.Kinetic Resolution - A variety of substituted 2-cyclohexenones, such as (R)-1, is obtained enantiomerically pure by employing the chiral copper-phosphoramidite complex (Cu( Tf)2L* as a highly efficient catalyst for their kinetic resolution.
4.Decarboxylative Alkylation - Ir(CC D )Cl2/phosphoramidite ligand was found to be an efficient catalytic system for the highly regio- and enantioselective decarboxylative alkylation of v-substituted allyl ß-
ketocarboxylates.
5.Friedel-Crafts Alkylation - Highly regio- and enantioselective Ir-catalyzed Friedel-Crafts type allylic alkylation of indoles have been realized using Ir(COD )Cl2/phos phoramidite ligand
6.Allylic Alkylation - Ir-catalyzed allylic aminations of (E)-4-benzyloxy-2-butenyl methyl carbonate with
benzylamine using Feringa's (Sa,Sc,Sc)-phosphoramidite as a chiral ligand afforded linear-aminated achiral product N,O-dibenzyl-4- amino-2-buten-1-ol regioselectively
7.The first dynamic kinetic asymmetric transformation in copper catalyzed allylic alkylation is reported, with enantioselectivities up to 92%.

References Data Source From Pubchem