Base-catalyzed dehydrogenative Si-o coupling of dihydrosilanes: Silylene protection of diols

Synlett

Volumn , Issue 16, 2010, Pages 2482-2484

  Grajewska, Agnieszka ^a   Oestreich, Martin ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

coupling; dehydrogenation; diols; protecting groups; silicon

Indexed keywords

1,3 DIOL DERIVATIVE; 1,3 DIOXO 2 SILACYCLOPENTANE DERIVATIVE; 1,4 DIOL DERIVATIVE; CYCLOPENTANE DERIVATIVE; DIHYDROSILANE DERIVATIVE; DIOL DERIVATIVE; HYDROXYL GROUP; OXYGEN; SILANE DERIVATIVE; SILICON; SILYLENE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL BINDING; DEHYDROGENATION; DERIVATIZATION; DRUG STRUCTURE; SYNTHESIS;

EID: 77957151298     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1258055     Document Type: Article

References (19)

1. Wuts P G. M., Greene T W., Greene?s Protective Groups in Organic Synthesis 4th ed. Wiley New York 2007 299
2. Kocieski P J., Protecting Groups 3rd ed. Thieme Stuttgart 2004 119
3. Cragg R H., Lane R D., J. Organomet. Chem. 1984 267 1
4. Trost B M., Caldwell C G., Tetrahedron Lett. 1981 22 4999
5. Corey E J., Hopkins P B., Tetrahedron Lett. 1982 23 4871
6. Mai K, Patil G, J. Org. Chem. 1986 51 3545
7. For late-transition-metal catalysis, see:, Corey J Y., In Advances in Silicon Chemistry Vol. 1 Larson G JAI Press Greenwich 1991 327
8. For Brinsted and Lewis acid/base catalysis, see:, Lukevics E, Dzintara M, J. Organomet. Chem. 1985 295 265
9. Nakano T, Nagai Y, Chem. Express 1990 5 21
10. Bedard T C., Corey J Y., J. Organomet. Chem. 1992 428 315
11. Lorenz C, Schubert U, Chem. Ber. 1995 128 1267
12. Blackwell J M., Foster K L., Beck V H., Piers W E., [nl]J. Org. Chem. 1999 64 4887
13. Weickgenannt A, Oestreich M, Chem. Asian J. 2009 4 406
14. Weickgenannt A, Mewald M, Muesmann T W. T., Oestreich M, Angew. Chem. Int. Ed. 2010 49 2223
15. Angew. Chem. 2010, 122, 2269
16. van Look G, Simchen G, Heberle J, Silylating Agents Fluka Chemie AG Buchs 1995 111
17. Cragg R H., Lane R D., J. Organomet. Chem. 1985 289 23
18. Silcox C M., Zuckerman J J., J. Organomet. Chem. 1966 5 483
19. Yang M.-H, Yeh F.-J, J. Chin. Chem. Soc. 1991 38 57