93249-31-1Relevant academic research and scientific papers
Switching pathways: Room-temperature neutral solvolysis and substitution of amides
Hutchby, Marc,Houlden, Chris E.,Haddow, Mairi F.,Tyler, Simon N. G.,Lloyd-Jones, Guy C.,Booker-Milburn, Kevin I.
supporting information; experimental part, p. 548 - 551 (2012/02/04)
Stick or twist: By introducing steric hindrance at the nitrogen atom, stable linear amides bearing an electron-withdrawing α-substituent (Z=Ar, PhSO2, P(O)(OR)2, CN, or CO2R) can be induced to undergo solvolysis and substitution reactions through an elimination-addition mechanism (see picture). Key to this process is a low barrier to rotation around the amide bond and the α-substituentZ. Copyright
Allylation of prochiral C-nucleophiles catalyzed by the Pd(0)-(S)-(-)-BINAP complex
Lozanova,Ugurchieva,Veselovsky
experimental part, p. 1787 - 1789 (2011/04/23)
The allylation of prochiral C-nucleophiles catalyzed by the Pd(0)-(S)-(-)-BINAP complex (BINAP is 2,2′-bis(diphenylphosphino)-1, 1′-binaphthyl) was studied. The enantioselectivity of the allylation was found to be low.
Regio- and stereocontrol elements in Rh(II)-catalyzed intramolecular C-H insertion of α-diazo-α-(phenylsulfonyl)-acetamides
Yoon, Cheol Hwan,Zaworotko, Michael J.,Moulton, Brian,Jung, Kyung Woon
, p. 3539 - 3542 (2007/10/03)
(matrix presnted) Intramolecular C-H insertion reaction of α-diazo-α-(phenylsulfonyl)acetamides proceeded with high regio- and stereoselectivities to afford highly functionalized y-lactams predominantly or exclusively. The high regioselectivity was attrib
Cyclofunctionalisation of epoxyalcohol derivatives. 4. Cyclisation of sulfonylacetate dianions: A synthesis of 'MeBMT'.
McCombie,Shankar,Ganguly
, p. 7029 - 7032 (2007/10/02)
α,α-Dianions, derived from arenesulfonylacetate esters of 2,3-epoxyalcohols, cyclised to give 3-arenesulfonyl-4-(1-hydroxyalkyl)-γ-butyrolactones. Dianion fragmentation to regenerate the epoxyalcohol was a competing, substrate-dependent process. Sulfonylactone (9) was elaborated efficiently to an advanced intermediate for the unusual aminoacid 'MeBMT' (5), and also to stereodefined cyclopropane derivatives.
