118475-93-7Relevant academic research and scientific papers
SN2′ boron-mediated Mitsunobu reactions - A new one-pot three-component synthesis of substituted enamides and enol benzoates
Berree, Fabienne,Gernigon, Nicolas,Hercouet, Alain,Chia, Hui Lin,Carboni, Bertrand
supporting information; experimental part, p. 329 - 333 (2009/07/04)
The conversion of (3-hydroxy-1-propen-1-yl)boronates to substituted enamides and enol benzoates is readily achieved in a one-pot procedure consisting of a regiocontrolled Mitsunobu reaction with convenient nucleophiles, followed by allylboration of aldehydes. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.
Stereoselective Synthesis of Alcohols, XXIX. - Addition of (α-Methoxycrotyl)boronates to Aldehydes
Hoffmann, Reinhard W.,Dresely, Stefan
, p. 903 - 910 (2007/10/02)
α-Phenoxy- (4) and α-methoxycrotylboronates (8) were obtained from the α-chlorocrotylboronates 1.Addition of the phenoxy compound to aldehydes gave the homoallyl alcohols 5/6 as Z/E mixtures; addition of the methoxy compound led to essentially pure Z-enol ethers 9.Enantiomerically enriched (ca. 90percent e.e.) 8 was used in reactions with chiral aldehydes to ensure the formation of the new stereogenic centers under reagent control of diastereoselectivity. - Key Words: Reagent control of stereoselectivity / Z-Enol ether, formation of / Allylboronates, addition to aldehydes
