(3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-dimethylphenyl)tetrahydro-2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e]dioxaphosphepin|15-1511|1019840-96-0

(3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-dimethylphenyl)tetrahydro-2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e]dioxaphosphepin

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Product Information

Product Name
(3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-dimethylphenyl)tetrahydro-2,2-dimethyl-6-phenyl-1,3-dioxolo4,5-edioxaphosphepin
Brand Name
US-Strem
Product Number
15-1511
CAS
1019840-96-0
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
44190595
IUPAC Name
(3aR,8aR)-4,4,8,8-tetrakis(3,5-dimethylphenyl)-2,2-dimethyl-6-phenyl-3a,8a-dihydro-1,3dioxolo4,5-e1,3,2dioxaphosphepine
InChI Key
DDFDBVZPMGPWLR-NCRNUEESSA-N
SMILES
CC1=CC(=CC(=C1)C2(C@H3C@H(C(OP(O2)C4=CC=CC=C4)(C5=CC(=CC(=C5)C)C)C6=CC(=CC(=C6)C)C)OC(O3)(C)C)C7=CC(=CC(=C7)C)C)C

Application

Technical Notes:
1. Chiral ligand used in the nickel-catalyzed, enantioselective, conjugate allylation of activated enones.
2. Chiral ligand used in the palladium-catalyzed, enantioselective diboration of terminal alkenes.
3. Chiral ligand used in the palladium-catalyzed, asymmetric, 1 ,4-dihydroxylation of 1,3-dienes via catalytic enantioselectivediboration.
4. Chiral ligand used in the palladium-catalyzed diboration of N-silyated imines.
References:
1. J. Am. Chem. Soc.. 2008, 130, 4978. 2.J. Am. Chem. Soc.. 2009, 131, 13210. 3.J. Am. Chem. Soc.. 2009, 131, 9134. 4.J. Am. Chem. Soc.. 2013, 135, 9252. 5.Nature, 2014, 505, 386.

References Data Source From Pubchem

Enantioselective Diboration of ()-1,3-Dienes
Publication Name: Science of Synthesis
Publication Date: 2012

Diboration of 1,3-Dienes, Enones, or Allenes
Publication Name: Science of Synthesis
Publication Date: 2012