58683-54-8Relevant academic research and scientific papers
Diels-Alder dimerization of Morita-Baylis-Hillman acetates catalyzed by organocatalysts
Deng, Hong-Ping,Wei, Yin,Shi, Min
, p. 5 - 18 (2013)
DABCO-catalyzed dimerization of Morita-Baylis-Hillman acetates to synthesize a series of 3-alkyl-4-(E)-alkenyl-cyclohex-1-ene-1,4-dicarbonyl compounds in excellent yields with modest to excellent diastereoselectivity is reported. A plausible reaction mechanism is also proposed on the basis of previous literature and preliminary investigation the asymmetric version of the reaction.
Divergent amine-catalyzed [4+2] annulation of Morita-Baylis-Hillman allylic acetates with electron-deficient alkenes
Xu, Silong,Chen, Rongshun,Qin, Zifeng,Wu, Guiping,He, Zhengjie
supporting information; experimental part, p. 996 - 999 (2012/04/04)
An amine-catalyzed [4 + 2] annulation of Morita-Baylis-Hillman allylic acetates 2 with electron-deficient alkenes or diazenes has been developed for efficient syntheses of highly functionalized cyclohexenes, tetrahydropyridazines, and important spirocycle
PBu3-mediated vinylogous wittig reaction of α-methyl allenoates with aldehydes and mechanistic investigations
Xu, Silong,Chen, Rongshun,He, Zhengjie
scheme or table, p. 7528 - 7538 (2011/11/29)
A highly stereoselective PBu3-mediated vinylogous Wittig olefination between α-methyl allenoates and a variety of aldehydes is presented as the first example of a practical and synthetically useful vinylogous Wittig reaction. Mechanistic experiments including deuterium-labeling, intermediate entrapment, and NMR monitoring have been deliberately conducted. On the basis of mechanistic investigations, a reliable mechanism for the vinylogous Wittig reaction is proposed, which features a water/phosphine-coassisted allylic phosphorus ylide 1,3-rearrangement pathway, rather than previous retro-Diels-Alder ones. It is noteworthy that mechanistic findings in this work also provide supportive evidence for typical mechanisms of important phosphine-mediated reactions of allenoates.
First one-pot synthesis of mikanecic acid derivatives from allylic phosphonates, via a Tandem-sequence Horner-Wadworth-Emmons and Diels-Alder reactions
Al-Badri, Hashim,Collignon, Noel
, p. 282 - 285 (2007/10/03)
This paper describes a new, simple, general and efficient one-pot synthesis of mikanecic acid derivatives from allylic phosphonates, ethyl chloroformate and aqueous formaldehyde. The overall process involves a cascade sequence linking together metallation
PREPARATION AND DIELS-ALDER REACTIONS OF SOME FUNCTIONALIZED ISOPRENES
Mandai, Tadakatsu,Yokoyama, Haruyuki,Miki, Toshio,Fukuda, Haruo,Kobata, Hiroshi,et al.
, p. 1057 - 1060 (2007/10/02)
A convenient synthetic method for some functionalized isoprenes employing 1-bromo-2-phenylthioethane and ethyl acetoacetate as starting materials is reported.It has also been found that the dienes thus obtained gave functionalized limonene analogs by Diel
