- Enantioselective Aza-Heck Cyclizations of N-(Tosyloxy)carbamates: Synthesis of Pyrrolidines and Piperidines
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Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and represents the broadest scope enantioselective aza-Heck protocol developed to date.
- Ma, Xiaofeng,Hazelden, Ian R.,Langer, Thomas,Munday, Rachel H.,Bower, John F.
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p. 3356 - 3360
(2019/03/07)
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- Gold(I)-catalyzed enantioselective intramolecular dehydrative amination of allylic alcohols with carbamates
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Aliphatic nitrogen heterocycles either five- or six-membered are formed in high yield and with up to 94 %ee when a 1:2 mixture of [(S)-2](AuCl)2 and AgClO4 is used as the catalyst for the title reaction. Copyright
- Mukherjee, Paramita,Widenhoefer, Ross A.
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supporting information; experimental part
p. 1405 - 1407
(2012/03/11)
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- Enantioselective synthesis of pyrrolidine-, Piperidine-, and azepane-type N -heterocycles with α-alkenyl substitution: The CpRu-catalyzed dehydrative intramolecular N -allylation approach
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A cationic CpRu complex of chiral picolinic acid derivatives [(R)- or (S)-Cl-Naph-PyCOOCH2CH=CH2] catalyzes asymmetric intramolecular dehydrative N-allylation of N-substituted ω-amino- and -aminocarbonyl allylic alcohols with a substrate/catalyst ratio of up to 2000 to give α-alkenyl pyrrolidine-, piperidine-, and azepane-type N-heterocycles with an enantiomer ratio of up to >99:1. The wide range of applicable N-substitutions, including Boc, Cbz, Ac, Bz, acryloyl, crotonoyl, formyl, and Ts, significantly facilitates further manipulation toward natural product synthesis.
- Seki, Tomoaki,Tanaka, Shinji,Kitamura, Masato
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p. 608 - 611
(2012/03/10)
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- Organoruthenium(II) and (III) amidinates, (η5-C5Me5)Ru(η-amidinate) and (η5-C5Me5)RuCl(η-amidinate), as unique redox catalysts for the intramolecular Kharasch reactions: Facile access to a pyrrolizidine alkaloid skeleton under mild c
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A novel organoruthenium amidinate, (η5-C5Me5)RuCl(η-(i-Pr)N=C(Me)N(i-Pr)) (2), has been prepared by oxidation of organoruthenium amidinate, (η5-C5Me5)Ru(η-(iPr)N=C-Me)N(i-Pr)) (1), by organic chlorides; both 1 and 2 are found to be g
- Ngashima, Hideo,Gondo, Mitsuru,Masuda, Satoshi,Kondo, Hideo,Yamaguchi, Yoshitaka,Matsubara, Kouki
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p. 442 - 444
(2007/10/03)
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