Premium
Highly Diastereoselective Construction of Fused Carbocycles from Cyclopropane‐1,1‐dicarboxylates and Cyclic Enol Silyl Ethers: Scope, Mechanism, and Origin of Diastereoselectivity
Author(s) -
Qu JianPing,
Liang Yong,
Xu Hao,
Sun XiuLi,
Yu ZhiXiang,
Tang Yong
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201103495
Subject(s) - cyclopropane , silylation , stereocenter , cyclopentane , enol , chemistry , cycloaddition , intermolecular force , stereochemistry , organic chemistry , catalysis , enantioselective synthesis , molecule , ring (chemistry)
Cyclopropane rings true : By selecting the appropriate substituents on the ester and silyl groups, fused cyclopentane derivatives with multiple contiguous stereocenters can be synthesized with excellent diastereoselectivity through Cu II /bisoxazoline‐catalyzed intermolecular [3+2] cycloaddition reactions of cyclopropane‐1,1‐dicarboxylates and cyclic enol silyl ethers (see scheme).
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom