Phosphine-Thiourea-Organocatalyzed Asymmetric C−N and C−S Bond Formation Reactions

Phosphine–thiourea based‐organocatalysts derived from l‐proline promoted C−N or C−S bond formation of tert‐butoxycarbonyloxy‐Morita—Baylis—Hillman adducts with phthalimide or alkyl thiols, respectively. Good yields and enantioselectivities up to 93 % were achieved. Phosphine–thiourea‐based organocat...

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Veröffentlicht in:Asian journal of organic chemistry 2016-07, Vol.5 (7), p.895-899
Hauptverfasser: Ngo, Thi-Thuy-Duong, Nguyen, Thi-Huong, Bournaud, Chloée, Guillot, Régis, Toffano, Martial, Vo-Thanh, Giang
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Sprache:eng
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Zusammenfassung:Phosphine–thiourea based‐organocatalysts derived from l‐proline promoted C−N or C−S bond formation of tert‐butoxycarbonyloxy‐Morita—Baylis—Hillman adducts with phthalimide or alkyl thiols, respectively. Good yields and enantioselectivities up to 93 % were achieved. Phosphine–thiourea‐based organocatalysts derived from l‐proline efficiently promote C−N and C−S bond formation through the asymmetric allylic substitution of tert‐butoxycarbonyloxy‐Morita–Baylis–Hillman (MBH) adducts with phthalimide or alkyl thiols, respectively. The desired products are afforded in good yields and enantioselectivities.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201600212