EXPEDITIOUS ENTRIES TO CHIRAL FURANOIDS VIA PYRANOSE ANNULATION

被引：15

作者：

ALTEL, TH ^{[1
]}

ALABED, Y ^{[1
]}

SHEKHANI, MS ^{[1
]}

VOELTER, W ^{[1
]}

机构：

[1] UNIV TUBINGEN,INST PHYSIOL CHEM,PHYS BIOCHEM ABT,W-7400 TUBINGEN 1,GERMANY

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 48期

关键词：

D O I：

10.1016/S0040-4039(00)61547-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile synthesis of polysubstituted (Z)-tetrahydrofurylidenes using anhydrosugars is described. The (Z)-compounds can be conveniently isomerized to the (E)-products. The regiochemistry of the annulation reaction can be reversed by judicious choice of the leaving groups.

引用

页码：7717 / 7720

页数：4

共 43 条

[1] ALABED Y, 1992, TETRAHEDRON LETT, V33, P3305
[2] ALABED Y, 1993, IN PRESS TETRAHEDRON
[3] ALABED Y, UNPUB CARBOHYDRATE L
[4] RULES FOR RING-CLOSURE - STEREOELECTRONIC CONTROL IN ENDOCYCLIC ALKYLATION OF KETONE ENOLATES
BALDWIN, JE
KRUSE, LI
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (07) : 233 - 235
[5] SYNTHETIC ROUTES TO TETRAHYDROFURAN, TETRAHYDROPYRAN, AND SPIROKETAL UNITS OF POLYETHER ANTIBIOTICS AND A SURVEY OF SPIROKETALS OF OTHER NATURAL-PRODUCTS
BOIVIN, TLB
[J]. TETRAHEDRON, 1987, 43 (15) : 3309 - 3362
[6] ACID-PROMOTED REACTION OF CYCLIC ALLYLIC DIOLS WITH CARBONYL-COMPOUNDS - STEREOSELECTIVE RING-ENLARGING TETRAHYDROFURAN ANNULATIONS
BROWN, MJ
HARRISON, T
HERRINTON, PM
HOPKINS, MH
HUTCHINSON, KD
MISHRA, P
OVERMAN, LE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (14) : 5365 - 5378
[7] GENERAL-APPROACH TO HALOGENATED TETRAHYDROFURAN NATURAL-PRODUCTS FROM RED ALGAE OF THE GENUS LAURENCIA - TOTAL SYNTHESIS OF (+/-)-TRANS-KUMAUSYNE AND DEMONSTRATION OF AN ASYMMETRIC-SYNTHESIS STRATEGY
BROWN, MJ
HARRISON, T
OVERMAN, LE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (14) : 5378 - 5384
[8] ROUTE TO FURANOID SYSTEMS BY INTRAMOLECULAR HOMOCONJUGATE ADDITION
DANISHEF.S
ETHEREDG.SJ
DYNAK, J
MCCURRY, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (17) : 2658 - 2659
[9] METABOLITES OF THE NEW CALEDONIAN SPONGE CLADOCROCE-INCURVATA
DAURIA, MV
PALOMA, LG
MINALE, L
RICCIO, R
ZAMPELLA, A
DEBITUS, C
[J]. JOURNAL OF NATURAL PRODUCTS, 1993, 56 (03): : 418 - 423
[10] Erickson K. L., 1979, MARINE NATURAL PRODU, V5, P131, DOI DOI 10.1016/B978-0-12-624005-4.50011-2

← 1 2 3 4 5 →