Insight into the Mechanism and Stereochemistry of the Transformations of Alkyltitanium Ate-Complexes. An Enhanced Enantioselectivity in the Cyclopropanation of the Carboxylic Esters with Titanacyclopropane Reagents

作者: Oleg G. Kulinkovich , Dzmitry G. Kananovich , Margus Lopp , Victor Snieckus

DOI: 10.1002/ADSC.201400480

关键词: Reaction mechanismChemistryEnantioselective synthesisStereochemistryReagentMechanism (sociology)CyclopropanationOrganic chemistry

摘要:

参考文章(34)
Isabell Haym, Margaret A. Brimble, The Kulinkovich hydroxycyclopropanation reaction in natural product synthesis Organic and Biomolecular Chemistry. ,vol. 10, pp. 7649- 7665 ,(2012) , 10.1039/C2OB26082D
Oleg G. Kulinkovich, The chemistry of cyclopropanols Chemical Reviews. ,vol. 103, pp. 2597- 2632 ,(2003) , 10.1021/CR010012I
Yun-Dong Wu, Zhi-Xiang Yu, A theoretical study on the mechanism and diastereoselectivity of the Kulinkovich hydroxycyclopropanation reaction. Journal of the American Chemical Society. ,vol. 123, pp. 5777- 5786 ,(2001) , 10.1021/JA010114Q
Marco G. Crestani, Anne K. Hickey, Xinfeng Gao, Balazs Pinter, Vincent N. Cavaliere, Jun-Ichi Ito, Chun-Hsing Chen, Daniel J. Mindiola, Room Temperature Dehydrogenation of Ethane, Propane, Linear Alkanes C4–C8, and Some Cyclic Alkanes by Titanium–Carbon Multiple Bonds Journal of the American Chemical Society. ,vol. 135, pp. 14754- 14767 ,(2013) , 10.1021/JA4060178
Oleg G. Kulinkovich, Armin de Meijere, 1,n-Dicarbanionic Titanium Intermediates from Monocarbanionic Organometallics and Their Application in Organic Synthesis Chemical Reviews. ,vol. 100, pp. 2789- 2834 ,(2000) , 10.1021/CR980046Z
Sandrine Racouchot, Isabelle Sylvestre, Jean Ollivier, Yuri Yu. Kozyrkov, Alexei Pukin, Oleg G. Kulinkovich, Jacques Salaün, Titanium‐Mediated Diastereoselective Formation of (E)‐ or (Z)‐2‐Substituted 1‐Vinylcyclopropanols: Scope and Limitation, Applications European Journal of Organic Chemistry. ,vol. 2002, pp. 2160- 2176 ,(2002) , 10.1002/1099-0690(200207)2002:13<2160::AID-EJOC2160>3.0.CO;2-1
Jon A. Tunge, Daniel A. Gately, Jack R. Norton, Asymmetric Formation of α-Amino Acid Esters through Dynamic Kinetic Resolution: A Cyclic Carbonate as an Optically Active CO2 Synthon Journal of the American Chemical Society. ,vol. 121, pp. 4520- 4521 ,(1999) , 10.1021/JA984061X