MODEL STUDIES DIRECTED TOWARDS MICROALGA POLYETHER TOXINS - A STEREOSELECTIVE ENTRY INTO C10 CIS-FUSED AND TRANS-FUSED OXANE-OXEPANE SUBUNITS

被引：16

作者：

ALVAREZ, E ^{[1
]}

ZURITA, D ^{[1
]}

MARTIN, JD ^{[1
]}

机构：

[1] UNIV LA LAGUNA,CSIC,CTR PROD NAT ORGAN ANTONIO GONZALEZ,CTRA LA ESPERANZA 2,E-38206 LA LAGUNA,SPAIN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 20期

关键词：

D O I：

10.1016/S0040-4039(00)79692-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new synthetic process for the construction of cis- and transfused oxane-oxepane systems starting from (z,z)-cyclodeca-2,7-dien-1-ol is described. The Ti(O(i)Pr)4-catalysed transannular oxirane ring expansion is invoked to explain the chemoselective formation of the 11-oxobicyclo [4.4.1] undecane intermediate.

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页码：2245 / 2248

页数：4

相关论文

共 14 条

[1] CONSTRUCTION OF TRANS-FUSED POLYCYCLIC ETHERS - METHODOLOGY FOR THE BREVETOXINS [J].

BARTLETT, PA ;

TING, PC .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (12) :2230-2240

[2] INTRAMOLECULAR 1,3-DIPOLAR ADDITIONS IN 4-O-ALLYL PYRANOSIDE-6-NITRONES - AN APPROACH TO CHIRAL PYRANOPYRANS AND PYRANOOXEPANS [J].

COLLINS, PM ;

ASHWOOD, MS ;

EDER, H ;

WRIGHT, SHB ;

KENNEDY, DJ .

TETRAHEDRON LETTERS, 1990, 31 (14) :2055-2058

[3] MARINE NATURAL-PRODUCTS [J].

FAULKNER, DJ .

NATURAL PRODUCT REPORTS, 1990, 7 (04) :269-309

[4] MARINE NATURAL-PRODUCTS [J].

FAULKNER, DJ .

NATURAL PRODUCT REPORTS, 1988, 5 (06) :613-663

[5] MARINE NATURAL-PRODUCTS [J].

FAULKNER, DJ .

NATURAL PRODUCT REPORTS, 1987, 4 (05) :539-576

[6] MARINE NATURAL-PRODUCTS [J].

FAULKNER, DJ .

NATURAL PRODUCT REPORTS, 1986, 3 (01) :1-33

[7] MARINE NATURAL-PRODUCTS - METABOLITES OF MARINE-ALGAE AND HERBIVOROUS MARINE MOLLUSKS [J].

FAULKNER, DJ .

NATURAL PRODUCT REPORTS, 1984, 1 (03) :251-280

[8] MARINE NATURAL-PRODUCTS - METABOLITES OF MARINE-INVERTEBRATES [J].

FAULKNER, DJ .

NATURAL PRODUCT REPORTS, 1984, 1 (06) :551-598

[9] BASE-CATALYZED REACTIONS .17. THE KINETICS OF CARBANION-CATALYZED ISOMERIZATION OF BUTENES AND 1-PENTENE [J].

HAAG, WO ;

PINES, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (02) :387-391

[10] METHODS FOR PYRANOANNULATION - AN APPROACH TO A NEW CLASS OF POLYETHERS [J].

KOZIKOWSKI, AP ;

GHOSH, AK .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (16) :3017-3019