85370-98-5Relevant academic research and scientific papers
On the reduction of α,β-unsaturated (Group 6) carbene complexes by NaBH4
Gómez-Gallego, Mar,Manche?o, María J.,Ramírez, Pedro,Pi?ar, Carmen,Sierra, Miguel A.
, p. 4893 - 4905 (2007/10/03)
Chromium and tungsten styryl Fischer carbene complexes 12 and 15 were transformed into Z-vinyl ether 13 and E-allyl ether 14 by NaBH4 reduction in EtOH. Deuterium labeling experiments demonstrate that the reaction occurs by the initial addition of the hydride to the carbene carbon atom, followed by a 1,3-rearrangement of the M(CO)5 fragment. The process could involve the participation of an η-allyl chromium intermediate. The reaction is general and has been applied to a series of α,β-unsaturated alkoxy and aminocarbene complexes. In the case of chromium and tungsten alkynyl carbenes 38 and 39, NaBH4 reduction exclusively yields E-allyl ether 14. The intermediacy of an allenyl complex 41 obtained after the 1,3-rearrangement of the metal center is confirmed by deuterium labeling experiments. (C) 2000 Elsevier Science Ltd. All rights reserved.
SELECTIVITY IN REACTIONS INVOLVING α-ALKOXYALLYLTRIBUTYLTINS
Quintard, Jean-Paul,Dumartin, Gilles,Elissondo, Bernard,Rahm, Alain,Pereyre, Michel
, p. 1017 - 1028 (2007/10/02)
The behaviour of α-alkoxyallyltributyltins has been studied in terms of chemo-, regio- and stereoselectivity.Chemoselectivity is readily controlled by the experimental conditions, as exemplified by the reaction of p-bromobenzaldehyde with α-ethoxycrotyltr
(α-Ethoxyalkenyl)tins: New Reagents for the Synthesis of Carbonyl Compounds
Quintard, Jean-Paul,Elissondo, Bernard,Pereyre, Michel
, p. 1559 - 1560 (2007/10/02)
(α-Ethoxybutenyl)tributyltin and (α-ethoxyallyl)tributyltins, obtained from the appropriate Grignard reagents and (chloroethoxymethyl)tributyltin, have been used for the synthesis of carbonyl compounds via enol ethers or monoprotected 1,2-diols.
