Highly Acidic BINOL-Derived Phosphoramidimidates and their Application in the Bronsted Acid Catalyzed Synthesis of α-Tocopherol

Synlett

Volumn 27, Issue 1, 2016, Pages 156-158

  Kaib, Philip S J ^a   List, Benjamin ^a  

^a MAX PLANCK INSTITUT FÜR KOHLENFORSCHUNG   (Germany)

Author keywords

BINOL derived; C 2 symmetric anions; chiral Bronsted acid; N, N bisarylsulfonylphosphoramidimidate; N, N bistriflylphosphoramidimidate

Indexed keywords

ACETONITRILE; ALPHA TOCOPHEROL; BENZOIC ACID; BRONSTED ACID; CATECHOL; DIMETHYL SULFOXIDE; HYDROQUINONE DERIVATIVE; ISOPHYTOL; N,N BISARYLSULFONYLPHOSPHORAMIDIMIDATE; N,N BISTRIFLYLPHOSPHORAMIDIMIDATE; PHOSPHORIC ACID DERIVATIVE; TRIMETHYLHYDROQUINONE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; DEPROTONATION; HYDROLYSIS; ONE POT SYNTHESIS; STEREOCHEMISTRY; STEREOCONTROLLING;

EID: 84951905812     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0035-1560971     Document Type: Article

References (19)

1. Akiyama T. Chem. Rev.: 2007; 107 5744
2. Akiyama T., Mori K. Chem. Rev.: 2015; 115 9277
3. Terada M. Synthesis: 2010; 1929
4. Kampen D., Reisinger C. M., List B. Top. Curr. Chem.: 2010; 291 395
5. Akiyama T., Itoh J., Fuchibe K. Adv. Synth. Catal.: 2006; 348 999
6. Akiyama T., Itoh J., Yokota K., Fuchibe K. Angew. Chem. Int. Ed.: 2004; 43 1566
7. Uraguchi D., Terada M. J. Am. Chem. Soc.: 2004; 126 5356
8. Asymmetric Organocatalysis Workbench Edition. List B., Maruoka K. Thieme Stuttgart: 2012
9. Akiyama T., Itoh J., Fuchibe K. Adv. Synth. Catal.: 2006; 348 999
10. Nakashima D., Yamamoto H. J. Am. Chem. Soc.: 2006; 128 9626
11. Kaupmees K., Tolstoluzhsky N., Raja S., Rueping M., Leito I. Angew. Chem. Int. Ed.: 2013; 52 11569
12. Yagupolskii L. M., Petrik V. N., Kondratenko N. V., Soovali L., Kaljurand I., Leito I., Koppel I. A. J. Chem. Soc., Perkin Trans. 2: 2002; 1950
13. Sai M., Yamamoto H. J. Am. Chem. Soc.: 2015; 137 7091
14. Kolthoff I. M., Chantooni M. K. Jr. J. Phys. Chem.: 1966; 70 856
15. Čorić I., List B. Nature (London, U.K.): 2012; 483 315
16. Kukhar W. P., Grischkun E. W., Rubavskii W. P., Guljarov W. A. Zh. Obshch. Khim.: 1980; 50 1477
17. Hoffman S., Seayad A. M., List B. Angew. Chem. Int. Ed.: 2005; 44 7424
18. Klussmann M., Ratjen L., Hoffman S., Wakchaure V., Goddard R., List B. Synlett: 2010; 2189
19. Bonrath W., Netscher T. Appl. Catal., A: 2005; 55