NEW SYNTHETIC TRICKS - TRIMETHYLSILYL TRIFLATE MEDIATED CLEAVAGE OF HINDERED SILYL ETHERS

被引:41
作者
BOU, V
VILARRASA, J
机构
[1] Department de Química Orgànica, Facultat de Química, Universitat de Barcelona(III), 08028 Barcelona, Catalonia
关键词
D O I
10.1016/0040-4039(90)87036-Y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An alternative, mild procedure for the cleavage of t-butyldimethyisilyl and triphenyisilyl ethers to alcohols is shown, which is based on an exchange reaction with trimethylsilyl triflate below 0 °C. t-Butyldiphenylsilyl groups are not removed under these conditions. © 1990.
引用
收藏
页码:567 / 568
页数:2
相关论文
共 9 条
[1]   CLEAVAGE OF ETHERS [J].
BHATT, MV ;
KULKARNI, SU .
SYNTHESIS-STUTTGART, 1983, (04) :249-282
[2]  
BOU V, PB860137
[3]   LIMITATIONS OF TERT-BUTYLDIMETHYLSILYL AS A PROTECTING GROUP FOR HYDROXY-FUNCTIONS [J].
DODD, GH ;
GOLDING, BT ;
IOANNOU, PV .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (07) :249-250
[4]   6,6'-DI-O-T-BUTYLDIMETHYLSILYLSUCROSE - STUDIES ON REARRANGEMENTS ACCOMPANYING DEBLOCKING OF SUCH SILYL ETHERS [J].
FRANKE, F ;
GUTHRIE, RD .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1978, 31 (06) :1285-1290
[5]   MILD CLEAVAGE OF METHOXYMETHYL (MOM) ETHERS WITH TRIMETHYLSILYL BROMIDE [J].
HANESSIAN, S ;
DELORME, D ;
DUFRESNE, Y .
TETRAHEDRON LETTERS, 1984, 25 (24) :2515-2518
[6]   QUANTITATIVE DEALKYLATION OF ALKYL ETHERS VIA TREATMENT WITH TRIMETHYLSILYL IODIDE - NEW METHOD FOR ETHER HYDROLYSIS [J].
JUNG, ME ;
LYSTER, MA .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (23) :3761-3764
[7]   USE OF ORGANO-SILICON REAGENTS AS PROTECTIVE GROUPS IN ORGANIC-SYNTHESIS [J].
LALONDE, M ;
CHAN, TH .
SYNTHESIS-STUTTGART, 1985, (09) :817-845
[8]   SELECTIVE DE-PROTECTION OF SILYL ETHERS [J].
PRAKASH, C ;
SALEH, S ;
BLAIR, IA .
TETRAHEDRON LETTERS, 1989, 30 (01) :19-22
[9]  
1988, SILYLATING AGENTS