Premium
Lewis Acid‐Catalyzed Intramolecular [3 + 2] Cross‐Cycloaddition of Donor‐ Acceptor Epoxides with Alkenes for Construction of Oxa‐[ n .2.1] Skeletons
Author(s) -
Chen Lu,
Tian Jun,
Zhan Yizhou,
Ren Jun,
Wang ZhongWen
Publication year - 2019
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201900114
Subject(s) - chemistry , intramolecular force , epoxide , cycloaddition , catalysis , lewis acids and bases , cleavage (geology) , ring (chemistry) , carbon fibers , bond cleavage , double bond , acceptor , stereochemistry , medicinal chemistry , polymer chemistry , organic chemistry , physics , materials science , geotechnical engineering , fracture (geology) , composite number , engineering , composite material , condensed matter physics
Summary of main observation and conclusion The first LA‐catalyzed [3 + 2]IMCC of GDA‐epoxides with carbon‐carbon double bonds has been developed. This provides an efficient and general strategy for construction of bridged oxa‐[ n .2.1] skeletons. A novel S N ‐like mechanism through a carbon‐carbon bond cleavage of epoxide ring has been proposed.