syn-Diastereoselective carbonyl allylation by 1- or 3-substituted prop-2-en-1-ols with tin(II) iodide and tetrabutylammonium iodide

Chemical Communications

Volumn , Issue 13, 1999, Pages 1261-1262

  Masuyama, Yoshiro ^a   Ito, Takanori ^a   Tachi, Kentaro ^a   Ito, Akihiro ^a   Kurusu, Yasuhiko ^a  

^a SOPHIA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; ALLYL COMPOUND; CARBONYL DERIVATIVE; IODINE DERIVATIVE; TETRABUTYLAMMONIUM; TIN DERIVATIVE;

ARTICLE; STEREOCHEMISTRY;

EID: 0033532896     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a902233c     Document Type: Article

References (8)

1. For a review, see: Y. Yamamoto and N. Asao, Chem. Rev., 1993, 93, 2207.
2. For reviews of palladium-catalysed carbonyl allylation by allylic alcohols with tin(II) chloride, see: Y. Masuyama, J. Synth. Org. Chem. Jpn., 1992, 50, 202; Y. Masuyama, in Advances in Metal-Organic Chemistry, ed. L. S. Liebeskind, JAI Press, Greenwich, 1994, vol. 3, p. 255.
3. For reviews of palladium-catalysed carbonyl allylation by allylic alcohols with tin(II) chloride, see: Y. Masuyama, J. Synth. Org. Chem. Jpn., 1992, 50, 202; Y. Masuyama, in Advances in Metal-Organic Chemistry, ed. L. S. Liebeskind, JAI Press, Greenwich, 1994, vol. 3, p. 255.
4. For an α-regioselective carbonyl allylation by allylic alcohols, see: Y. Kanagawa, Y. Nishiyama and Y. Ishii, J. Org. Chem., 1992, 57, 6988.
5. 2 and TBAI, see: Y. Masuyama, M. Kishida and Y. Kurusu, Tetrahedron Lett., 1996, 37, 7103; Y. Masuyama, A. Ito and Y. Kurusu, Chem. Commun., 1998, 315.
6. 2 and TBAI, see: Y. Masuyama, M. Kishida and Y. Kurusu, Tetrahedron Lett., 1996, 37, 7103; Y. Masuyama, A. Ito and Y. Kurusu, Chem. Commun., 1998, 315.
7. J. P. Takahara, Y. Masuyama and Y. Kurusu, J. Am. Chem. Soc., 1992, 114, 2577.
8. 2, see: M. Koreeda and Y. Tanaka, Chem. Lett., 1982, 1299.