56949-94-1Relevant articles and documents
Synthesis of α-alkenyl-β-hydroxy adducts by α-addition of unprotected 4-bromocrotonic acid and amides with aldehydes and ketones by chromium(II)-mediated reactions
Wessjohann, Ludger A.,Wild, Harry,Ferreira, Leonildo A.,Schrekker, Henri S.
, p. 674 - 679 (2016/07/19)
The regioselective and diastereoselective chromium(II)-mediated reactions of 4-bromocrotonic acid or amides with aldehydes and ketones can proceed without the need to protect protic sites to generate the respective α-alkenyl-β-hydroxy adducts, i.e. formally the addition of the α-anion of a carboxylic acid or amide to an oxo-compound is featured.
Oxazaborolidinone-promoted vinylogous mukaiyama aldol reactions
Simsek, Serkan,Horzella, Melanie,Kalesse, Markus
, p. 5637 - 5639 (2008/09/17)
δ-Hydroxy-α,β-unsaturated carbonyl compounds were prepared in one step via the vinylogous Mukaiyama aldol reactions with O,O-silyl ketene acetals. Isopropyl alcohol as additive and tryptophane-based B-phenyloxazaborolidinone were required for obtaining th
An efficient approach to (E)-β-methyl Baylis-Hillman adducts via indium-mediated allylation of aldehydes in aqueous media
Cha, Joo Hwan,Pae, Ae Nim,Choi, Kyung Il Il,Cho, Yong Seo,Koh, Hun Yeong,Lee, Eun
, p. 2079 - 2081 (2007/10/03)
A new method has been developed for the synthesis of (E)-β-methyl Baylis-Hillman adducts with high E-Z (>93%) selectivity in modest to good yields. The process consists of two steps: an indium-mediated allylation reaction and a simple base-catalyzed isomerization step. Various aldehydes were allylated with allyl bromides using indium under very mild conditions in aqueous media. The allylation reactions of aromatic and aliphatic aldehydes were largely accelerated by the presence of HCl.