New, practical and effective sources of fluoride ion for desilylation to form carbon anions

被引：31

作者：

Busch-Petersen, J ^{[1
]}

Bo, YX ^{[1
]}

Corey, EJ ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 11期

关键词：

D O I：

10.1016/S0040-4039(99)00166-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Suspensions of powdered glassy solids prepared by fusion of 1 : 1 mixtures of CsF-CsOH and CsF-CsCl effectively catalyze the generation of enolates, acetylide and other anions from trimethylsilylated precursors. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2065 / 2068

页数：4

共 13 条

[1] SYNTHESES, PROPERTIES, AND STRUCTURES OF ANHYDROUS TETRAMETHYLAMMONIUM FLUORIDE AND ITS 1-1 ADDUCT WITH TRANS-3-AMINO-2-BUTENENITRILE
CHRISTE, KO
WILSON, WW
WILSON, RD
BAU, R
FENG, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (21) : 7619 - 7625
[2] TOTAL SYNTHESIS OF (+/-)-FUMAGILLIN
COREY, EJ
SNIDER, BB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (07) : 2549 - &
[3] TETRABUTYLAMMONIUM DIFLUOROTRIPHENYLSTANNATE AS A NEW ANHYDROUS SYNTHETIC EQUIVALENT TO TBAF
GINGRAS, M
[J]. TETRAHEDRON LETTERS, 1991, 32 (50) : 7381 - 7384
[4] REACTIVE ENOLATES FROM ENOL SILYL ETHERS
KUWAJIMA, I
NAKAMURA, E
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1985, 18 (06) : 181 - 187
[5] Middleton W. J., 1976, [No title captured], Patent No. [US3940402, 3940402]
[6] SUPERANIONS .5. TRIS(DIALKYLAMINO)SULFONIUM ENOLATES - SYNTHESIS, STRUCTURE, AND REACTIONS
NOYORI, R
NISHIDA, I
SAKATA, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (06) : 1598 - 1608
[7] TRIS(DIALKYLAMINO)SULFONIUM ENOLATES
NOYORI, R
NISHIDA, I
SAKATA, J
NISHIZAWA, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (03) : 1223 - 1225
[8] PAQUETTE LA, 1995, ENCY REAGENTS ORGANI, P4728
[9] Utilization of tetrabutylammonium triphenyldifluorosilicate as a fluoride source for silicon-carbon bond cleavage
Pilcher, AS
DeShong, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (20) : 6901 - 6905
[10] STABLE PHOSPHAZENIUM IONS IN SYNTHESIS - AN EASILY ACCESSIBLE, EXTREMELY REACTIVE NAKED FLUORIDE SALT
SCHWESINGER, R
LINK, R
THIELE, G
ROTTER, H
HONERT, D
LIMBACH, HH
MANNLE, F
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (10): : 1372 - 1375

← 1 2 →