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Nakamura S, Kato T, Nishimura H, et al. Enantioselective reactions of alpha-lithiated allyl aryl sulfides using chiral bis(oxazoline)s. Chirality. 2004;16(2):86-9doi: 10.1002/chir.10309.
Nakamura, S., Kato, T., Nishimura, H., & Toru, T. (2004). Enantioselective reactions of alpha-lithiated allyl aryl sulfides using chiral bis(oxazoline)s. Chirality, 16(2), 86-9. https://doi.org/10.1002/chir.10309
Nakamura, Shuichi, et al. "Enantioselective reactions of alpha-lithiated allyl aryl sulfides using chiral bis(oxazoline)s." Chirality vol. 16,2 (2004): 86-9. doi: https://doi.org/10.1002/chir.10309
Nakamura S, Kato T, Nishimura H, Toru T. Enantioselective reactions of alpha-lithiated allyl aryl sulfides using chiral bis(oxazoline)s. Chirality. 2004 Feb;16(2):86-9. doi: 10.1002/chir.10309. PMID: 14712471.
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Chirality. 2004 Feb;16(2):86-9. doi: 10.1002/chir.10309.

Enantioselective reactions of alpha-lithiated allyl aryl sulfides using chiral bis(oxazoline)s.

Chirality

Shuichi Nakamura, Toru Kato, Haruka Nishimura, Takeshi Toru

Affiliations

  1. Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.

PMID: 14712471 DOI: 10.1002/chir.10309

Abstract

The reaction of alpha-lithio allyl aryl sulfides, generated by treatment with n-BuLi and chiral ligands at -78 degrees C, with ketones was examined. The alpha-addition products were formed in preference to the gamma-addition products. The enantioselectivity of the alpha-addition products varied depending on the chiral ligand, and bis(oxazoline)-(t)Bu showed the highest enantioselectivity. Chirality 16:86-89, 2004.

Copyright 2004 Wiley-Liss, Inc.

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