@article{1ba17191430f4c058cad2672df41cb30,
title = "Nitro-enabled catalytic enantioselective formal: Umpolung alkenylation of β-ketoesters",
abstract = "A formal umpolung strategy is presented for the enantioselective installation of an alkenyl group with a terminal double bond at a tertiary center. This one-pot two-step sequence relies on the unique features of the nitro group, which after inverting the polarity of the alkenylating agent toward the desired bond formation, itself serves as a leaving group. The application of this protocol to cyclic β-ketoesters results in densely functionalized products, bearing an all-carbon quaternary stereocenter including an alkenyl substituent with a terminal double bond, in high yields with excellent enantioselectivities.",
author = "Choudhury, {Abhijnan Ray} and Manna, {Madhu Sudan} and Santanu Mukherjee",
note = "Funding Information: Financial support from the Science and Engineering Research Board (SERB) [Grant No. SB/S1/OC-63/2013], Council of Scien-tic and Industrial Research (CSIR) [Grant No. 02(0207)/14/ EMR-II] and DAE-BRNS [Grant No. 2013/37C/56/BRNS/2440] is gratefully acknowledged. A. R. C. (a Shyama Prasad Mukherjee Fellow) and M. S. M. thank the CSIR for the doctoral fellowships. We sincerely thank Prodip Howlader (IPC, IISc, Bangalore) for his help with the X-ray structure analysis. Funding Information: Financial support from the Science and Engineering Research Board (SERB) [Grant No. SB/S1/OC-63/2013], Council of Scientific and Industrial Research (CSIR) [Grant No. 02(0207)/14/EMR-II] and DAE-BRNS [Grant No. 2013/37C/56/BRNS/2440] is gratefully acknowledged. Publisher Copyright: {\textcopyright} 2017 The Royal Society of Chemistry.",
year = "2017",
doi = "10.1039/c7sc02232h",
language = "English (US)",
volume = "8",
pages = "6686--6690",
journal = "Chemical Science",
issn = "2041-6520",
publisher = "Royal Society of Chemistry",
number = "9",
}