Display options
Cite
Kwiatkowski P, Majer J, Chaładaj W, et al. Highly diastereoselective Friedel-Crafts reaction of furans with 8-phenylmenthyl glyoxylate. Org Lett. 2006;8(22):5045-8doi: 10.1021/ol061943p.
Kwiatkowski, P., Majer, J., Chaładaj, W., & Jurczak, J. (2006). Highly diastereoselective Friedel-Crafts reaction of furans with 8-phenylmenthyl glyoxylate. Organic letters, 8(22), 5045-8. https://doi.org/10.1021/ol061943p
Kwiatkowski, Piotr, et al. "Highly diastereoselective Friedel-Crafts reaction of furans with 8-phenylmenthyl glyoxylate." Organic letters vol. 8,22 (2006): 5045-8. doi: https://doi.org/10.1021/ol061943p
Kwiatkowski P, Majer J, Chaładaj W, Jurczak J. Highly diastereoselective Friedel-Crafts reaction of furans with 8-phenylmenthyl glyoxylate. Org Lett. 2006 Oct 26;8(22):5045-8. doi: 10.1021/ol061943p. PMID: 17048839.
Copy Download .nbib Format: NLM
Share it on

Org Lett. 2006 Oct 26;8(22):5045-8. doi: 10.1021/ol061943p.

Highly diastereoselective Friedel-Crafts reaction of furans with 8-phenylmenthyl glyoxylate.

Organic letters

Piotr Kwiatkowski, Jakub Majer, Wojciech Chaładaj, Janusz Jurczak

Affiliations

  1. Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warsaw, Poland.

PMID: 17048839 DOI: 10.1021/ol061943p

Abstract

The Friedel-Crafts reaction of (1R)-8-phenylmenthyl glyoxylate with variously substituted furans was found to be efficiently promoted by SnCl(4) or magnesium salts with high diastereoselectivities. MgBr(2) performs especially well under simple, undemanding conditions, giving both high yields and high diastereoselectivities (>90%). The reaction afforded chiral substituted furan-2-yl-hydroxyacetic acid esters, compounds of potentially high synthetic interest. [reaction: see text]

Publication Types