STEREOSELECTIVE SYNTHESIS OF ALLYL AND HOMOALLYL ALCOHOLS BY THE RING-OPENING REACTIONS OF 2-(2-PHENYLTHIOCYCLOBUTYL)OXIRANES AND OXETANES

被引:11
作者
FUJIWARA, T [1 ]
TSURUTA, Y [1 ]
TAKEDA, T [1 ]
机构
[1] TOKYO UNIV AGR & TECHNOL, DEPT APPL CHEM, KOGANEI, TOKYO 184, JAPAN
关键词
D O I
10.1016/0040-4039(95)01815-Y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Titanium(IV)-promoted ring opening reactions of 2-(2-phenylthiocyclobutyl)oxiranes and the corresponding oxetanes proceeded with high stereospecificity to give allyl and homoallyl alcohols in good yields. The reversal of stereoselectivity was observed in the similar reaction of the oxiranes using ethylaluminum dichloride as a catalyst.
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页码:8435 / 8438
页数:4
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