New regiocontrolled synthesis of functionalized pyrroles from 2-azetidinone-tethered allenols

New regiocontrolled synthesis of functionalized pyrroles from 2-azetidinone-tethered allenols
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DOI:
10.1002/chem.200700788
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发表时间:
2008-01-01
影响因子:
4.3
通讯作者:
Redondo, Maria C.
Redondo, Maria C.
中科院分区:
化学2区
文献类型:
--
作者:
Alcaide, Benito;Almendros, Pedro;Redondo, Maria C.

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开发了一种新的一锅法,可以从 β-内酰胺合成密集取代的外消旋和对映体纯吡咯。该方法依赖于 2-氮杂环丁酮束缚的二烯醇开环衍生的 β-丙二烯胺中间体的区域控制环化。在该方法中引入了四个多样性点,其中之一是β-内酰胺环上丙二烯部分的位置。
A new one-pot approach to synthesize densely substituted racemic and enantiopure pyrroles from beta-lactams has been developed. The approach relies on the regiocontrolled cyclization of beta-allenamine intermediates derived from the ring opening of 2-azetidinone-tethered allenols. In this approach four points of diversity are introduced, one of which is the position of the allene moiety on the beta- lactam ring.