A REGIOSELECTIVE ANNULATION OF BUTENOLIDES - THE TOTAL SYNTHESIS OF (+/-)CONFERTIFOLIN

被引：21

作者：

JANSEN, BJM ^{[1
]}

BOUWMAN, CT ^{[1
]}

DEGROOT, A ^{[1
]}

机构：

[1] AGR UNIV WAGENINGEN,DEPT ORGAN CHEM,6703 HB WAGENINGEN,NETHERLANDS

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 18期

关键词：

D O I：

10.1016/S0040-4039(00)76676-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

gamma-(Phenylsulfinyl)-alpha,beta-unsaturated aldehydes 2, prepared from alpha-(n-butyl-thio)methylene ketones 1 via addition of [(phenylthio)methyl]lithium followed by hydrolysis and oxidation, are converted into butenolides 4 or 5 depending upon the reaction conditions.

引用

页码：2977 / 2980

页数：4

共 13 条

[1] SYNTHESIS OF ALDEHYDES FROM PHENYLTHIOTRIMETHYLSILYLMETHANE
AGER, DJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (06): : 1131 - 1136
[2] COREY EJ, 1968, TETRAHEDRON LETT, P5787
[3] A NEW APPROACH FOR THE REGIOSPECIFIC ANNELATION OF BUTENOLIDES
DEGROOT, A
JANSEN, BJM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (11) : 2034 - 2035
[4] N-BUTYLTHIOMETHYLENE BLOCKING GROUP
IRELAND, RE
MARSHALL, JA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (05) : 1615 - &
[5] THE SYNTHESIS OF DRIMANE SESQUITERPENOIDS
JANSEN, BJM
DEGROOT, A
[J]. NATURAL PRODUCT REPORTS, 1991, 8 (03) : 319 - 337
[6] Jansen BJM, 1993, TOTAL SYNTHESIS INSE
[7] JOMMI G, 1989, SYNTHETIC COMMUN, V119, P2467
[8] SYNTHESIS OF THE DRIMANE-RELATED SESQUITERPENES EURYFURAN, CONFERTIFOLIN, AND VALDIVIOLIDE
LEY, SV
MAHON, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (07): : 1379 - 1381
[9] SYNTHESIS AND REACTIONS OF ALPHA-CHLORO BETA,GAMMA-UNSATURATED ESTERS .2. APPLICATION TO THE SYNTHESIS OF DIHYDROJASMONE, CIS-JASMONE, DESOXYALLETHROLONE, AND NOVEL CYCLOPENTENONES
MATHEW, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (18) : 5294 - 5297
[10] Nakano T., 1989, STUDIES NATURAL PROD, V4, P403

← 1 2 →