AN EFFICIENT TOTAL SYNTHESIS OF NEOPATULIN

被引：14

作者：

BOUKOUVALAS, J

MALTAIS, F

机构：

[1] Départment de Chimie, Université Laval

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 32期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4039(00)78179-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new, highly efficient synthesis of neopatulin (1) has been achieved through Lewis acid-catalysed aldol reaction of 2-formyl-1,3-dithiane (4) with 2-(tert-butyldimethylsiloxy)-4-[(tert-butyldimethylsiloxy)-methyl]furan (5).

引用

页码：5769 / 5770

页数：2

共 19 条

[1] YLIDENEBUTENOLIDE MYCOTOXINS - CONCISE SYNTHESES OF PATULIN AND NEOPATULIN FROM CARBOHYDRATE PRECURSORS
BENNETT, M
GILL, GB
PATTENDEN, G
SHUKER, AJ
STAPLETON, A
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (04): : 929 - 937
[2] SYNERGY OF PATULIN WITH OTHER ANTIBIOTICS
DULANEY, EL
JACOBSEN, CA
[J]. JOURNAL OF ANTIBIOTICS, 1987, 40 (08) : 1211 - 1212
[3] Engel G., 1984, Developments in Food Science, V8, P291
[4] FUJITA E, 1978, CHEM PHARM BULL, V26, P3743
[5] GILL GB, 1988, TETRAHEDRON LETT, V29, P2875, DOI 10.1016/0040-4039(88)85235-3
[6] DIASTEREOSELECTIVITY IN THE DIRECTED ALDOL CONDENSATION OF 2-TRIMETHYLSILOXYFURAN WITH ALDEHYDES - A STEREODIVERGENT ROUTE TO THREO-DELTA-HYDROXY-GAMMA-LACTONES AND ERYTHRO-DELTA-HYDROXY-GAMMA-LACTONES
JEFFORD, CW
JAGGI, D
BOUKOUVALAS, J
[J]. TETRAHEDRON LETTERS, 1987, 28 (35) : 4037 - 4040
[7] A CONCISE SYNTHESIS OF (E)-NEOMANOALIDE AND (Z)-NEOMANOALIDE
JEFFORD, CW
ROSSIER, JC
BOUKOUVALAS, J
HUANG, PZ
[J]. HELVETICA CHIMICA ACTA, 1994, 77 (03) : 661 - 667
[8] JEFFORD CW, 1989, STUDIES NATURAL PROD, V3, P157
[9] STEREOSELECTIVE SYNTHESIS OF 3-AMINO 1,2-DIOLS VIA INTERMOLECULAR PINACOL CROSS-COUPLING OF ALPHA-[(ALKOXYCARBONYL)AMINO] ALDEHYDES WITH ALIPHATIC-ALDEHYDES - SHORT ASYMMETRIC SYNTHESES OF 2 2,3,6-TRIDEOXY-3-AMINO SUGARS
KONRADI, AW
PEDERSEN, SF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (15) : 4506 - 4508
[10] SYNTHESIS AND PROPERTIES OF 2-(2-CYANOETHYLIDENE)-1,3-DITHIANE AND ITS ISOMERIC KETENE THIOACETAL
MEYERS, AI
STRICKLA.RC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (16) : 2579 - &

← 1 2 →