STEREOCONTROLLED SYNTHESIS OF CHIRAL NONRACEMIC HALOTETRAHYDROPYRANS

被引：24

作者：

MARTIN, VS

PALAZON, JM

机构：

[1] Centro de productos naturales Organicos Antonio Gonzalez Instituto Universitario de Bio-Organica, 38206 La Laguna, Tenerife, Carretera la Esperanza

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(00)74222-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereoselective synthesis of enantiomerically enriched endo-substituted halotetrahydropyrans by an intramolecular Michael addition of a suitable chiral gamma-halo-alpha,beta-unsaturated ester is described.

引用

页码：2399 / 2402

页数：4

共 13 条

[1] MILD AND STEREOCONTROLLED SYNTHESIS OF IODOHYDRINS AND BROMOHYDRINS BY X2-TI(O-ISO-PR)4 OPENING OF EPOXY ALCOHOLS [J].

ALVAREZ, E ;

NUNEZ, MT ;

MARTIN, VS .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) :3429-3431

[2]

ANORBE B, 1986, TETRAHEDRON LETT, V27, P2901

[3] ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES [J].

DALE, JA ;

DULL, DL ;

MOSHER, HS .

JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) :2543-&

[4] MARINE NATURAL-PRODUCTS - HALOGENATED ACETYLENIC ETHERS FROM THE SEA HARE APLYSIA-DACTYLOMELA [J].

GOPICHAND, Y ;

SCHMITZ, FJ ;

SHELLY, J ;

RAHMAN, A ;

VANDERHELM, D .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (25) :5192-5197

[5] ELATENYNE - A PYRANO[3,2-B]PYRANYL VINYL ACETYLENE FROM THE RED ALGA LAURENCIA-ELATA [J].

HALL, JG ;

REISS, JA .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1986, 39 (09) :1401-1409

[6] A SYNTHETIC APPROACH TO THE CIS-FUSED MARINE PYRANOPYRANS, (3E)-DACTOMELYNE AND (3Z)-DACTOMELYNE - X-RAY STRUCTURE OF A RARE ORGANOMERCURIAL [J].

KOZIKOWSKI, AP ;

LEE, JM .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (03) :863-870

[7]

LU LD, 1984, J ORG CHEM, V49, P731

[8] ENANTIOMERIC SYNTHESIS OF ENDO-SUBSTITUTED TETRAHYDROPYRANS [J].

MARTIN, VS ;

NUNEZ, MT ;

RAMIREZ, MA ;

SOLER, MA .

TETRAHEDRON LETTERS, 1990, 31 (05) :763-766

[9] MARINE NATURAL-PRODUCTS - DACTYLYNE, AN ACETYLENIC DIBROMOCHLORO ETHER FROM SEA HARE APLYSIA-DACTYLOMELA [J].

MCDONALD, FJ ;

CAMPBELL, DC ;

VANDERAH, DJ ;

SCHMITZ, FJ ;

WASHECHECK, DM ;

BURKS, JE ;

VANDERHELM, D .

JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (05) :665-666

[10]

NUNEZ MT, 1988, TETRAHEDRON LETT, V29, P681

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