Total synthesis of (+)-crocacin C.
Org Lett. 2001 Nov 29; 3(24):3951-4.OL

Abstract

The total synthesis of (+)-crocacin C is described. The convergent asymmetric synthesis relies on the use of a regio- and diastereoselective epoxidation of an allylic alcohol with m-CPBA followed by epoxide opening with Me(2)CuCNLi(2) and a Stille cross-coupling between E-vinyl stannane 5 and E-vinyl iodide 6 to establish the (E,E)-dienamide moiety. [structure: see text]

Authors+Show Affiliations

Dias LC

Instituto de Química, Universidade Estadual de Campinas, UNICAMP, C.P. 6154, 13083-970 Campinas, SP, Brazil. ldias@iqm.unicamp.br

de Oliveira LG

No affiliation info available

MeSH

PolyenesStereoisomerism

Pub Type(s)

Journal Article

Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

11720577

Citation

Dias, L C., and L G. de Oliveira. "Total Synthesis of (+)-crocacin C." Organic Letters, vol. 3, no. 24, 2001, pp. 3951-4.

Dias LC, de Oliveira LG. Total synthesis of (+)-crocacin C. Org Lett. 2001;3(24):3951-4.

Dias, L. C., & de Oliveira, L. G. (2001). Total synthesis of (+)-crocacin C. Organic Letters, 3(24), 3951-4.

Dias LC, de Oliveira LG. Total Synthesis of (+)-crocacin C. Org Lett. 2001 Nov 29;3(24):3951-4. PubMed PMID: 11720577.

* Article titles in AMA citation format should be in sentence-case

TY - JOUR T1 - Total synthesis of (+)-crocacin C. AU - Dias,L C, AU - de Oliveira,L G, PY - 2001/11/27/pubmed PY - 2002/1/10/medline PY - 2001/11/27/entrez SP - 3951 EP - 4 JF - Organic letters JO - Org Lett VL - 3 IS - 24 N2 - The total synthesis of (+)-crocacin C is described. The convergent asymmetric synthesis relies on the use of a regio- and diastereoselective epoxidation of an allylic alcohol with m-CPBA followed by epoxide opening with Me(2)CuCNLi(2) and a Stille cross-coupling between E-vinyl stannane 5 and E-vinyl iodide 6 to establish the (E,E)-dienamide moiety. [structure: see text] SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/11720577/Total_synthesis_of__+__crocacin_C_ L2 - https://doi.org/10.1021/ol016845c DB - PRIME DP - Unbound Medicine ER -

Tags

Total synthesis of (+)-crocacin C.Org Lett. 2001 Nov 29; 3(24):3951-4.OL