Use of 1-methoxy-1-trimethylsilylallene oxide and titanium tetraiodide as a dianion synthon of methoxyacetone

Chemistry Letters

Volumn , Issue 8, 2001, Pages 756-757

  Hayakawa, Ryuuichirou ^a   Makino, Hiroaki ^a   Shimizu, Makoto ^a  

^a MIE UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0035538645     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2001.756     Document Type: Article

References (16)

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7. a) M. A. Tius, in "Encyclopedia of Reagents for Organic Synthesis," ed. by L. A. Paquette, John Wiley & Sons, Chichester (1995), Vol. 7, pp 5274-5276.
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11. For reproducible results, purified m-CPBA was used. See, N. N. Schwartz and J. H. Blumbergs, J. Org. Chem., 29, 1976 (1964).
12. Titanium tetraiodide was purified by sublimation (180 °C / 0.8 mmHg).
13. Determined by NOE.
14. 4. Purification on preparative silica gel TLC gave the adduct (41 mg, 65%) as a colorless oil.
15. 2 (1.0 mL), and the reaction was conducted and worked up as in the case with acetals. Purification on preparative silica gel TLC gave the adduct (52 mg, 76%) as a colorless oil.
16. I. Matsuda and Y. Izumi, Tetrahedron Lett., 22, 1805 (1981).