Lewis acid-catalyzed enantiospecific [3+2] annulations of gamma-butyrolactone fused cyclopropanes with aromatic aldehydes: synthesis of chiral furanolignans
Lewis acid-catalyzed enantiospecific [3+2] annulations of gamma-butyrolactone fused cyclopropanes with aromatic aldehydes: synthesis of chiral furanolignans
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路易斯酸催化的γ-丁内酯与芳香醛稠合的环丙烷的对映特异性[3 2]环化:手性呋喃木脂素的合成
DOI:
10.1039/c8ob00455b
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发表时间:
2018
影响因子:
3.2
通讯作者:
Chai Zhuo
中科院分区:
文献类型:
--
作者:
Shen Yue;Yang Peng Fei;Yang Gaosheng;Chen Wen Long;Chai Zhuo
An enantiospecific [3 + 2] annulation of γ-butyrolactone fused cyclopropanes with aromatic aldehydes was realized under Lewis acid catalysis. This method provides facile access to a series of chiral furanolignan derivatives bearing multiple contiguous stereogenic centers in good-to-excellent yields, exclusive diastereoselectivities and excellent enantiopurities under mild reaction conditions. Elaboration work on the product of this reaction delivers stereoisomeric analogues of (+)-virgatusin and suggests a structural revision might be necessary for a previously reported isolated natural product.