Crossref journal-article
Oxford University Press (OUP)
Chemistry Letters (286)
Abstract

Abstract The diastereofacial controlled addition of organometallics to optically active β-ketosulfoxide was achieved to furnish both diastereomers of β-hydroxy sulfoxide depending on the selection of organometallic reagents. Trichloromethyltitanium added to (R)-α-(p-tolylsulfinyl)acetophenones to give (RsRc)-β-hydroxy sulfoxides, while (RsSc)-β-hydroxy sulfoxides were obtained by utilizing trimethylaluminum. The utility of the present reaction was demonstrated in the synthesis of both enantiomers of sydowic acid.

Bibliography

Fujisawa, T., Fujimura, A., & Ukaji, Y. (1988). Diastereofacial Control in the Reaction of (R)-α-(p-Tolylsulfinyl)acetophenones with Several Organometallics. Chemistry Letters, 17(9), 1541–1544.

Authors 3
  1. Tamotsu Fujisawa (first)
  2. Atsushi Fujimura (additional)
  3. Yutaka Ukaji (additional)
References 20 Referenced 24
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Dates
Type When
Created 19 years, 1 month ago (July 24, 2006, 10:40 p.m.)
Deposited 1 year, 7 months ago (Jan. 19, 2024, 6:11 a.m.)
Indexed 1 year, 7 months ago (Jan. 19, 2024, 7:03 p.m.)
Issued 37 years ago (Sept. 1, 1988)
Published 37 years ago (Sept. 1, 1988)
Published Online 19 years, 5 months ago (March 27, 2006)
Published Print 36 years, 11 months ago (Sept. 5, 1988)
Funders 0

None

@article{Fujisawa_1988, title={Diastereofacial Control in the Reaction of (R)-α-(p-Tolylsulfinyl)acetophenones with Several Organometallics}, volume={17}, ISSN={1348-0715}, url={http://dx.doi.org/10.1246/cl.1988.1541}, DOI={10.1246/cl.1988.1541}, number={9}, journal={Chemistry Letters}, publisher={Oxford University Press (OUP)}, author={Fujisawa, Tamotsu and Fujimura, Atsushi and Ukaji, Yutaka}, year={1988}, month=sep, pages={1541–1544} }