Intramolecular alkylation of an α-sulfinyl vinylic carbanion without loss of optical purity: A novel access to chiral cyclic vinylic sulfoxides

Chemical Communications

Volumn , Issue 18, 1999, Pages 1825-1826

  Maezaki, Naoyoshi ^a   Izumi, Mayuko ^a   Yuyama, Sachiko ^a   Iwata, Chuzo ^a   Tanaka, Tetsuaki ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

SULFOXIDE; VINYL DERIVATIVE;

ALKYLATION; ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; ISOMER; MOLECULAR INTERACTION; SYNTHESIS;

EID: 0033592351     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a905320d     Document Type: Article

References (9)

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2. (b) G. H. Posner, P.-W. Tang and J. P. Mallamo, Tetrahedron Lett., 1978, 42, 3995;
3. (c) H. Okamura, Y. Mitsuhira, M. Miura and H. Takei, Chem. Lett., 1978, 517.
4. Review: M. C. Carreño, Chem. Rev., 1995, 95, 1717.
5. G. H. Posner, in Asymmetric Synthesis, ed. J. D. Morrison, Academic Press, New York, 1983, vol. 2A, pp. 225-241; G. H. Posner, J. P. Mallamo and K. Mirua, J. Am. Chem. Soc., 1981, 103, 2886.
6. G. H. Posner, in Asymmetric Synthesis, ed. J. D. Morrison, Academic Press, New York, 1983, vol. 2A, pp. 225-241; G. H. Posner, J. P. Mallamo and K. Mirua, J. Am. Chem. Soc., 1981, 103, 2886.
7. N. Maezaki, A. Sakamoto, T. Tanaka and C. Iwata, Tetrahedron: Asymmetry, 1998, 9, 179; N. Maezaki, A. Sakamoto, M. Soejima, I. Sakamoto, Y.-X. Li, T. Tanaka, H. Ohishi, K. Sakaguchi and C. Iwata, Tetrahedron: Asymmetry, 1996, 7, 2787 and references cited therein.
8. N. Maezaki, A. Sakamoto, T. Tanaka and C. Iwata, Tetrahedron: Asymmetry, 1998, 9, 179; N. Maezaki, A. Sakamoto, M. Soejima, I. Sakamoto, Y.-X. Li, T. Tanaka, H. Ohishi, K. Sakaguchi and C. Iwata, Tetrahedron: Asymmetry, 1996, 7, 2787 and references cited therein.
9. 3 carbon has been reported, see: G. Chassaing, R. Lett and A. Marquet, Tetrahedron Lett., 1978, 471.