SELECTIVE DEPROTECTION OF ESTERS USING MAGNESIUM AND METHANOL

被引：27

作者：

XU, YC ^{[1
]}

LEBEAU, E ^{[1
]}

WALKER, C ^{[1
]}

机构：

[1] BIOCHEM PHARMA INC,LAVAL H7V 1B7,PQ,CANADA

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(00)73392-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of magnesium metal in methanol for the deprotection of alkyl esters is described. This mild reagent also provides good to excellent selectivity to cleave different esters. The order of the reactivity of this reagent towards acyl cleavages was found to be: p-nitrobenzoate > acetate > benzoate > pivaloate >> trifluroacetamide.

引用

页码：6207 / 6210

页数：4

共 15 条

[1] BAPTISTELLA LHB, 1989, SYNTHESIS-STUTTGART, P436
[2] THE SELECTIVE REDUCTION OF ALPHA-BETA-OLEFINIC AMIDES
BRETTLE, R
SHIBIB, SM
[J]. TETRAHEDRON LETTERS, 1980, 21 (30) : 2915 - 2916
[3] SELECTIVE REDUCTION OF ALPHA-BETA-OLEFINIC AMIDES AND LACTAMS BY MAGNESIUM AND METHANOL
BRETTLE, R
SHIBIB, SM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (11): : 2912 - 2919
[4] TOTAL SYNTHESIS OF (+/-)-ALPHA- AND (+/-)-BETA-COPAENES AND YLANGENES
COREY, EJ
WATT, DS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (07) : 2303 - 2311
[5] SYNTHETIC APPROACHES TO THE TELEOCIDIN-RELATED TUMOR PROMOTERS - A TOTAL SYNTHESIS OF (+/-)-INDOLACTAM-V
DELASZLO, SE
LEY, SV
PORTER, RA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (04) : 344 - 346
[6] GREENE TW, 1991, PROTECTIVE GROUPS OR
[7] SELECTIVE REDUCTIONS OF CONJUGATED ACETYLENES WITH MAGNESIUM IN METHANOL AND METHANOL-D
HUTCHINS, RO
SUCHISMITA
ZIPKIN, RE
TAFFER, IM
SIVAKUMAR, R
MONAGHAN, A
ELISSEOU, EM
[J]. TETRAHEDRON LETTERS, 1989, 30 (01) : 55 - 56
[8] KNAUS EE, 1994, TETRAHEDRON LETT, V35, P847
[9] MILD, RAPID AND SELECTIVE DEPROTECTION OF ACETYLATED CARBOHYDRATES AND PHENOLS WITH GUANIDINE
KUNESCH, N
MIET, C
POISSON, J
[J]. TETRAHEDRON LETTERS, 1987, 28 (31) : 3569 - 3572
[10] LEBEAU E, 1993, 205TH N M AM CHEM SO

← 1 2 →