Synthetic studies toward potent cytotoxic agent amphidinolide B: Synthesis of the entire C-1-C-13 moiety of the bottom half

被引：37

作者：

Chakraborty, TK

Suresh, VR

机构：

[1] Indian Inst. of Chemical Technology

来源：

CHEMISTRY LETTERS | 1997年 / 06期

关键词：

MARINE DINOFLAGELLATE; MACROLIDES; REDUCTION; ALDEHYDES;

D O I：

10.1246/cl.1997.565

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Sharpless asymmetric dihydroxylation and Nozaki-Hiyama-Kishi's Cr(II)-mediated coupling between an alpha-alkoxyaldehyde and a vinyl iodide are the key steps in the stereoselective synthesis of the entire C1-C13 segment of the bottom-half of amphidinolide B.

引用

收藏

页码：565 / 566

页数：2

相关论文

共 15 条

[1]

CINTAS P, 1992, SYNTHESIS-STUTTGART, P248

[2] A USEFUL 12-I-5 TRIACETOXYPERIODINANE (THE DESS-MARTIN PERIODINANE) FOR THE SELECTIVE OXIDATION OF PRIMARY OR SECONDARY ALCOHOLS AND A VARIETY OF RELATED 12-I-5 SPECIES [J].

DESS, DB ;

MARTIN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) :7277-7287

[3] ASYMMETRIC ALKYLATION REACTIONS OF CHIRAL IMIDE ENOLATES - A PRACTICAL APPROACH TO THE ENANTIOSELECTIVE SYNTHESIS OF ALPHA-SUBSTITUTED CARBOXYLIC-ACID DERIVATIVES [J].

EVANS, DA ;

ENNIS, MD ;

MATHRE, DJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (06) :1737-1739

[4]

Ishibashi M, 1997, HETEROCYCLES, V44, P543

[5] AMPHIDINOLIDE-B, A NOVEL MACROLIDE WITH POTENT ANTINEOPLASTIC ACTIVITY FROM THE MARINE DINOFLAGELLATE AMPHIDINIUM SP [J].

ISHIBASHI, M ;

OHIZUMI, Y ;

HAMASHIMA, M ;

NAKAMURA, H ;

HIRATA, Y ;

SASAKI, T ;

KOBAYASHI, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (14) :1127-1129

[6] CATALYTIC EFFECT OF NICKEL(II) CHLORIDE AND PALLADIUM(II) ACETATE ON CHROMIUM(II)-MEDIATED COUPLING REACTION OF IODO OLEFINS WITH ALDEHYDES [J].

JIN, H ;

UENISHI, J ;

CHRIST, WJ ;

KISHI, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (18) :5644-5646

[7] BIOACTIVE METABOLITES OF SYMBIOTIC MARINE MICROORGANISMS [J].

KOBAYASHI, J ;

ISHIBASHI, M .

CHEMICAL REVIEWS, 1993, 93 (05) :1753-1769

[8] CYTO-TOXIC MACROLIDES FROM A CULTURED MARINE DINOFLAGELLATE OF THE GENUS AMPHIDINIUM [J].

KOBAYASHI, J ;

ISHIBASHI, M ;

NAKAMURA, H ;

OHIZUMI, Y ;

YAMASU, T ;

HIRATA, Y ;

SASAKI, T ;

OHTA, T ;

NOZOE, S .

JOURNAL OF NATURAL PRODUCTS, 1989, 52 (05) :1036-1041

[9] ENANTIOMERICALLY PURE BUILDING-BLOCKS FROM SUGARS .6. A CONVERGENT TOTAL SYNTHESIS OF (+)-ANAMARINE FROM (R,R)-TARTRATE AND D-GULONOLACTONE [J].

LORENZ, K ;

LICHTENTHALER, FW .

TETRAHEDRON LETTERS, 1987, 28 (51) :6437-6440

[10]

MANCUSO AJ, 1981, SYNTHESIS-STUTTGART, P165