Mentioning that most the received aldol goods 27 showed (up to 96 ee
Mentioning that most the received aldol items 27 showed (as much as 96 ee).is worth mentioning that most ofof the receivedaldol items 27 showed outstanding /-ratios of as much as 40:1. exceptional /-ratios of as much as 40:1. outstanding /-ratios of as much as 40:1.OIn 2011, List et al. presented a VMAR among aromatic aldehydes 5 and acyclic silyl-O5 5 (1.five eq.) (1.5 eq.) OTBS OTBSR1 R+ H + HROTBS R2 OTBS 25 25 OR3 OR26 (five mol )26 (five mol )TBSO RTBSO RR2 ROOOR3OREtEt2O, -78 , 72 h 2O, -78 , 72 h upup to 96 yield to 96 yield27 27 up to 96 as much as 96 ee eeOOOTBS OTBSO OOMe OMeFF 96 yield, 94 ee 96 yield, 94 ee OTBS OTBS OO OMe OMe MeO MeO 80 yield, 96 ee 80 yield, 96 eeOMe OMe65 yield, 64 ee ee 65 yield, 64 OTBS OTBS O O OMe OMe 62 yield, 22 ee ee 62 yield, 22Ar Ar O OO O S S NH NH S S O OO O Ar Ar 26 26 Ar = three,5-(CF3)C6H3 H Ar = three,5-(CF3)C6Scheme eight. Enantioselective VMAR catalyzed by a Complement System Biological Activity disulfonimide organocatalyst, presented by Scheme Enantioselective VMAR catalyzed a a disulfonimide organocatalyst, presented by Scheme 8. Enantioselective VMAR catalyzed byby disulfonimide organocatalyst, presented by List List et al. [37]. List et al. et al. [37].[37].action, featuring silyl-protected trienolates 28 and distinct aldehydes five (Scheme 9). InThe group was able to expand this technique to a bis-vinylogous Mukaiyama aldol reThe group was in a position to expand this technique to a bis-vinylogous Mukaiyama aldol reaction, featuring silyl-protected trienolates 28 and unique aldehydes 5 (Scheme 9). InMolecules 2021, 26,7 ofMolecules 2021, 26, x FOR PEER Overview Molecules 2021, 26, x FOR PEER REVIEW7 of 22 7 ofThe group was in a position to expand this strategy to a bis-vinylogous Mukaiyama aldol contrast towards the earlier presented study, the Pseudoerythromycin A enol ether Metabolic Enzyme/Protease obtained regioselectivities (mixture ofof – and reaction,towards the earlier presented study, the obtained unique aldehydes five (Scheme andIn contrast featuring silyl-protected trienolates 28 and regioselectivities (mixture – 9). -adducts) the earlier moderate. study, the obtained yields (up to 75 ) and excellentand contrast to have been only presented Nevertheless, great regioselectivities (mixture of – en-adducts) were only moderate. Nevertheless, fantastic yields (as much as 75 ) and excellent enantioselectivities (up to moderate. the aldol-products 29 yields achieved for any broad range -adducts) have been only 90 ee) in the aldol-products 29 have been (up to to get a broad variety antioselectivities (up to90 ee) in Nevertheless, superior have been achieved75 ) and fantastic of substrates. It was shown that once again, aldol-products 29 have been accomplished to get a broad variety enantioselectivities (up to 90 ee) inside the electro-neutral and electron-rich aromatic aldeof substrates. It was shown that once more, electro-neutral and electron-rich aromatic aldehydes offered the most beneficial benefits, when electron-deficient electron-rich aliphatic subof substrates. It the very best benefits, although electron-deficient and especially aliphatic subhydes offered was shown that once again, electro-neutral andand especiallyaromatic aldehystrates suffered from bad yields and electron-deficient and especiallywas examined that des offered the ideal results, whilst enantioselectivities. Normally, was examined that strates suffered from terrible yields and enantioselectivities. Normally, ititaliphatic substrates this bis-vinylogousyields and enantioselectivities. Generally, itresults than its frequent visuffered from poor Mukaiyama aldol reaction yielded inferior final results than its frequent vithis bis-vinylogous Mukaiyama aldol.
