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Volumn 67, Issue 37, 2011, Pages 7035-7041

Asymmetric synthesis of diverse α,α-diarylmethylamines via aryl Grignard additions to chiral N-2,4,6-triisopropylbenzenesulfinylimines

Author keywords

Asymmetric synthesis; Chiral diarylmethylamines; Chiral sulfinamide; Sulfinylimine

Indexed keywords

ALPHA, ALPHA DIARYLMETHYLAMINE; ELECTROPHILE; GRIGNARD REAGENT; METHYLAMINE; N (4 FLUOROBENZYLIDENE) 2,4,6 TRIISOPROPYLBENZENESULFINAMIDE; N (4 METHOXYBENZYLIDENE) 2,4,6 TRIISOPROPYLBENZENE; N (4 TRIFLUOROMETHYLBENZYLIDENE) 2,4,6 TRIISOPROPYLBENZ; N 4 (4 CHLOROBENZYLIDENE) 2,4,6 TRIISOPROPYLBENZENESULFINAMIDE; NUCLEOPHILE; SULFINAMIDE; UNCLASSIFIED DRUG;

EID: 80051682395     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2011.07.019     Document Type: Article
Times cited : (15)

References (37)
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    • It was observed in the Ref. 3a that toluene gave better selectivity as compared to other solvents
    • It was observed in the Ref. 3a that toluene gave better selectivity as compared to other solvents.
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    • Use of toluene as solvent would provide better selectivity as reported in Ref. (a)
    • Use of toluene as solvent would provide better selectivity as reported in Ref. (a).
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    • Calculations performed with the Spartan '08 program on a Windows XP PC employing the B3LYP 6-31* level of theory
    • Calculations performed with the Spartan '08 program on a Windows XP PC employing the B3LYP 6-31* level of theory.
  • 37
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    • The stereoselectivities for the addition of 4-methyoxyphenyl magnesium bromide 8 to 5aa, 5ba, and 5ca are 84:16 dr, 62:28 dr, and 93:7 dr at -40 °C and 85:15 dr, 64:36 dr, and 94:6 dr at ambient temperature, respectively
    • The stereoselectivities for the addition of 4-methyoxyphenyl magnesium bromide 8 to 5aa, 5ba, and 5ca are 84:16 dr, 62:28 dr, and 93:7 dr at -40 °C and 85:15 dr, 64:36 dr, and 94:6 dr at ambient temperature, respectively.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.