Total synthesis of (+)-crocacin D.J Org Chem. 2005 Mar 18; 70(6):2225-34.JO
Abstract
[structure: see text] The total synthesis of (+)-crocacin D is described. The convergent asymmetric synthesis relies on the use of a Stille cross-coupling between an (E)-vinyl stannane with an (E)-vinyl iodide to establish the (E,E)-dienamide moiety followed by a mild and efficient copper-catalyzed coupling between (+)-crocacin C and a (Z)-vinyl iodide to establish the challenging (Z)-enamide function.
Pub Type(s)
Journal Article
Research Support, Non-U.S. Gov't
Language
eng
PubMed ID
15760209
Citation
Dias, Luiz C., et al. "Total Synthesis of (+)-crocacin D." The Journal of Organic Chemistry, vol. 70, no. 6, 2005, pp. 2225-34.
Dias LC, de Oliveira LG, Vilcachagua JD, et al. Total synthesis of (+)-crocacin D. J Org Chem. 2005;70(6):2225-34.
Dias, L. C., de Oliveira, L. G., Vilcachagua, J. D., & Nigsch, F. (2005). Total synthesis of (+)-crocacin D. The Journal of Organic Chemistry, 70(6), 2225-34.
Dias LC, et al. Total Synthesis of (+)-crocacin D. J Org Chem. 2005 Mar 18;70(6):2225-34. PubMed PMID: 15760209.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Total synthesis of (+)-crocacin D.
AU - Dias,Luiz C,
AU - de Oliveira,Luciana G,
AU - Vilcachagua,Janaína D,
AU - Nigsch,Florian,
PY - 2005/3/12/pubmed
PY - 2005/6/9/medline
PY - 2005/3/12/entrez
SP - 2225
EP - 34
JF - The Journal of organic chemistry
JO - J Org Chem
VL - 70
IS - 6
N2 - [structure: see text] The total synthesis of (+)-crocacin D is described. The convergent asymmetric synthesis relies on the use of a Stille cross-coupling between an (E)-vinyl stannane with an (E)-vinyl iodide to establish the (E,E)-dienamide moiety followed by a mild and efficient copper-catalyzed coupling between (+)-crocacin C and a (Z)-vinyl iodide to establish the challenging (Z)-enamide function.
SN - 0022-3263
UR - https://www.unboundmedicine.com/medline/citation/15760209/Total_synthesis_of__+__crocacin_D_
DB - PRIME
DP - Unbound Medicine
ER -
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