Exploitation of ylide steric bulk to alter cyclopropanation outcome during the reaction of 1,2-dioxines and stabilised phosphorus ylides

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 9, 2000, Pages 1319-1321

  Avery, Thomas D ^a   Greatrex, Ben W ^a   Taylor, Dennis K ^a   Tiekink, Edward R T ^a  

^a UNIVERSITY OF ADELAIDE   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CRYSTALLOGRAPHY; ISOMERIZATION; PHOSPHORUS COMPOUNDS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

CYCLOPROPANE;

AROMATIC COMPOUNDS;

EID: 0034616474     PISSN: 14704358     EISSN: None     Source Type: Journal    
DOI: 10.1039/b001975p     Document Type: Article

References (9)

1. T. D. Avery, T. D. Haselgrove, T. J. Rathbone, D. K. Taylor and E. R. T. Tiekink, Cliem. Commun., 1998, 333;
2. T. D. Avery, D. K. Taylor and E. R. T. Tiekink, submitted for publication in J. Org. Chem., 2000;
3. F. N. Palmer and D. K. Taylor, J. Chem. Soc., Perkin Trans, l, 2000, preceding paper DOI: 10.1039/b001973i.
4. The crystal structure of cyclopropane 4 (Y = Ph, R1 = /-Bu) has been submitted for publication elsewhere; T. D. Avery, G. Fallon, D. K. Taylor and E. R. T. Tiekink, Z. Kristallogr., 2000, in the press. Cyclopropane 8 (Y = Ph, R1 = f-Bu) has been submitted for publication elsewhere; T. D. Avery, G. Fallon, D. K. Taylor and E. R. T. Tiekink, submitted for publication in Z. Kristallogr., 2000.
5. N. Kornblum and H. E. De La Mare, J. Am. Client. Soc., 1951, 73, 881;
6. M. E. Sengül, Z. Ceylan and M. Balci, Tetrahedron, 1997, 53, 10401 and references cited therein. Also see ref. 1.
7. K. E. O'Shea and C. S. Foote, J. Org. Chem., 1989,54, 3475. Also see ref. 1.
8. See for example: J. C. Hanekamp, R. B. Rookhuizen, H. J. T. Bos and L. Brandsma, Tetrahedron, 1992, 48, 5151;
9. W. Adam, H. M. Harrer and A. Treiber, J. Am. Chem. Soc., 1994, 116, 7581 and references cited therein.