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1Synthesis of the chiral spiro-cyclopropane derivative and its crystal structure张淅芸 陈庆华 2000Progress in Natural Science:Materials International2000,10,11:0
2Approach to synthesis of novel chiral 3-chloro-2(5H)- furanone and its application in asymmetric reactions显示文摘The synthetic method of the novel chiral synthon, 5-/-menthyloxy-3-chloro-2-(5H)-furanone 5a and its application in asymmetric reactions were investigated. 5a is easily obtained in highly optical purity, and acts as a stable acceptor of Michael addition with oxygen nucleophiles in tandem double Michael addition / internal nucieophilic substitution to offer the spiro-cyclopropane derivative containing four stereogenic centers 8, which it is difficult to obtain by routine methods. The synthetic methods for 5a and 8 are reported in detail and the new compounds are identified on the basis of their analytical data and spectroscopic data, such as UV, IR, H NMR,13 C NMR, MS and elementary analysis. The absolute configuration of the interesting spiro-cyclopropanes, spiro [1-chloro-4-(/-menthyloxy)-5-oxo-6-oxa-biscyclo[3.1.0]hexane-2,3i(4’-/-menthyloxy-5’-/-menthyloxy- butyrolactone)] 8 was established by X-ray crystallography. This result can provide important synthetic strategy in synthesis of some complexHUANG Hui & CHEN Qinghua1. Department of Chemistry, Tonghua Teacher’s College, Tonghua 134002, China 2. Department of Chemistry, Beijing Normal University, Beijing 100875, China 2000Chinese Science Bulletin2000,45,8:0
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