Total synthesis of (-)-mucocin
- PMID: 16706528
- PMCID: PMC2546581
- DOI: 10.1021/ol060704z
Total synthesis of (-)-mucocin
Abstract
[reaction: see text] An enantioselective total synthesis of (-)-mucocin has been completed. A combination of asymmetric glycolate aldol additions and ring closing metathesis reactions were exploited to construct the C18-C34 and C7-C17 fragments. A selective cross-metathesis reaction was employed as the key step to couple two complex fragments.
References
-
- Shi G, Alfonso D, Fatope MO, Zeng L, Gu ZM, Zhao GX, He K, MacDougal JM, McLaughlin JL. J Am Chem Soc. 1995;117:10409.
-
- McLaughlin JL. In: Methods in Plant Biochemistry. Hostettmann K, editor. Vol. 6. Academic Press; London: 1991. p. 1.
-
- Neogi P, Doundoulakis T, Yazbak A, Sinha SaC, Sinha SuC, Keinan E. J Am Chem Soc. 1998;120:11279.
- Baurle S, Hoppen S, Koert U. Angew Chem Int Ed. 1999;38:1263. - PubMed
- Hoppen S, Baurle S, Koert U. Chem Eur J. 2000;6:2906. - PubMed
- Takahashi S, Nakata T. J Org Chem. 2002;67:5739. and references therein. - PubMed
- Evans PA, Cui J, Gharpure SJ, Polosukhin A, Zhang H. J Am Soc Chem. 2003;125:14702. - PMC - PubMed
- Zhu L, Mootoo DR. Org Biomol Chem. 2005;3:2750. - PubMed
Publication types
MeSH terms
Substances
Grants and funding
LinkOut - more resources
Full Text Sources
Miscellaneous
