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Four‐Electron Electrocyclic Ring‐Opening/Intermolecular [4+2] Cycloadditions of α‐Hydroxycyclobutenones: Stereoselective Synthesis of Multiple Substituted δ‐Lactams
Author(s) -
Song Peidong,
Li Qing,
Wang Congcong,
Wu Wenfa,
Mao Xu,
Wang Jiajia,
Hu Xiangdong
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201501152
Subject(s) - chemistry , stereoselectivity , intermolecular force , cycloaddition , ketene , ring (chemistry) , electrocyclic reaction , enol , intramolecular force , stereochemistry , computational chemistry , photochemistry , medicinal chemistry , organic chemistry , molecule , catalysis
A four‐electron electrocyclic ring‐opening/intermolecular [4+2] cycloaddition of α‐hydroxycyclobutenones is reported. The reaction represents the first example for the intermolecular cycloaddition of the extensively studied enol‐ketene intermediate, and provides a new synthetic route to multiply substituted δ ‐lactams in high stereoselectivity.