Asymmetric synthesis of (S)-massoialactone

被引：44

作者：

Pais, GCG ^{[1
]}

Fernandes, RA ^{[1
]}

Kumar, P ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem Technol, Pune 411008, Maharashtra, India

来源：

TETRAHEDRON | 1999年 / 55卷 / 47期

关键词：

D O I：

10.1016/S0040-4020(99)00828-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An asymmetric synthesis of (S)(+)-Massoialactone is described using the Sharpless asymmetric dihydroxylation and the regiospecific nucleophilic opening of a cyclic sulfate as key steps. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：13445 / 13450

页数：6

共 20 条

[11]

KAISER P, 1976, TETRAHEDRON LETT, P1659

[12] CATALYTIC ASYMMETRIC DIHYDROXYLATION [J].

KOLB, HC ;

VANNIEUWENHZE, MS ;

SHARPLESS, KB .

CHEMICAL REVIEWS, 1994, 94 (08) :2483-2547

[13]

LOHRAY BB, 1992, SYNTHESIS-STUTTGART, P1035

[14] DETERMINATION OF ENANTIOMERIC PURITY USING CHIRAL LANTHANIDE SHIFT-REAGENTS [J].

MCCREARY, MD ;

LEWIS, DW ;

WERNICK, DL ;

WHITESID.GM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (04) :1038-1054

[15]

Meijer TM, 1940, RECL TRAV CHIM PAY-B, V59, P191

[16]

MINAMI T, 1995, SYNLETT, P663

[17] SYNTHESIS OF OPTICALLY-ACTIVE PHEROMONES [J].

MORI, K .

TETRAHEDRON, 1989, 45 (11) :3233-3298

[18] ABSOLUTE-CONFIGURATION OF (-)-MASSOILACTONE AS CONFIRMED BY A SYNTHESIS OF ITS (S)-(+)-ISOMER [J].

MORI, K .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1976, 40 (08) :1617-1619

[19] SYNTHESES OF UNSATURATED LACTONES .I. SOME LACTONES OF 5-SUBSTITUTED-5-HYDROXY-2-ENOIC ACIDS AS A SYNTHETIC BUTTER OR BUTTER CAKE FLAVOR [J].

NOBUHARA, A .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1968, 32 (08) :1016-&

[20] ENANTIOMERICALLY PURE LACTONES .3. SYNTHESIS OF AND STEREOSPECIFIC CONJUGATE ADDITIONS TO ALPHA,BETA-UNSATURATED LACTONES [J].

PIRKLE, WH ;

ADAMS, PE .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (21) :4117-4121

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