Cycloisomerization of 1,6-enynes using acetate as a nucleophile under palladium(II) catalysis.J Org Chem. 2005 Feb 18; 70(4):1505-7.JO
Abstract
[reaction: see text] An efficient method for the synthesis of five-membered carbo- and heterocyclic compounds, including fused rings, was reported using acetate as a nucleophile in the cyclization of 1,6-enynes under palladium(II) catalysis. The reaction is initiated by trans-acetoxypalladation of the alkynes and quenched by either trans- or cis-deacetoxypalladation in the presence of 2,2'-bipyridine as the ligand. An example of the catalytic asymmetric cyclization is presented with moderate enantioselectivity using chiral bisoxazoline ligand.
Pub Type(s)
Journal Article
Language
eng
PubMed ID
15704997
Citation
Zhang, Qinghai, et al. "Cycloisomerization of 1,6-enynes Using Acetate as a Nucleophile Under palladium(II) Catalysis." The Journal of Organic Chemistry, vol. 70, no. 4, 2005, pp. 1505-7.
Zhang Q, Xu W, Lu X. Cycloisomerization of 1,6-enynes using acetate as a nucleophile under palladium(II) catalysis. J Org Chem. 2005;70(4):1505-7.
Zhang, Q., Xu, W., & Lu, X. (2005). Cycloisomerization of 1,6-enynes using acetate as a nucleophile under palladium(II) catalysis. The Journal of Organic Chemistry, 70(4), 1505-7.
Zhang Q, Xu W, Lu X. Cycloisomerization of 1,6-enynes Using Acetate as a Nucleophile Under palladium(II) Catalysis. J Org Chem. 2005 Feb 18;70(4):1505-7. PubMed PMID: 15704997.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Cycloisomerization of 1,6-enynes using acetate as a nucleophile under palladium(II) catalysis.
AU - Zhang,Qinghai,
AU - Xu,Wei,
AU - Lu,Xiyan,
PY - 2005/2/12/pubmed
PY - 2005/2/12/medline
PY - 2005/2/12/entrez
SP - 1505
EP - 7
JF - The Journal of organic chemistry
JO - J Org Chem
VL - 70
IS - 4
N2 - [reaction: see text] An efficient method for the synthesis of five-membered carbo- and heterocyclic compounds, including fused rings, was reported using acetate as a nucleophile in the cyclization of 1,6-enynes under palladium(II) catalysis. The reaction is initiated by trans-acetoxypalladation of the alkynes and quenched by either trans- or cis-deacetoxypalladation in the presence of 2,2'-bipyridine as the ligand. An example of the catalytic asymmetric cyclization is presented with moderate enantioselectivity using chiral bisoxazoline ligand.
SN - 0022-3263
UR - https://www.unboundmedicine.com/medline/citation/15704997/Cycloisomerization_of_16_enynes_using_acetate_as_a_nucleophile_under_palladium_II__catalysis_
DB - PRIME
DP - Unbound Medicine
ER -
