SYNTHESIS OF 5-EPI-ARIZONIN-B1 AND 5-EPI-ARIZONIN-C1

被引：23

作者：

BRIMBLE, MA ^{[1
]}

PHYTHIAN, SJ ^{[1
]}

机构：

[1] MASSEY UNIV,DEPT CHEM & BIOCHEM,PALMERSTON NORTH,NEW ZEALAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 36期

关键词：

D O I：

10.1016/S0040-4039(00)73868-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of 5-epi-arizonin B1 (19) and 5-epi-arizonin C1 (18) is described in which the key step involves rearrangement of a furo[3,2-b]naphtho[2,1-d]furan (16) to a furo[3,2-b]naphtho[2,3-b]naphtho[2,3-d]pyran (17). Regioselective synthesis of naphthoquinone (15) was crucial to this synthetic strategy.

引用

页码：5813 / 5814

页数：2

共 5 条

[1] SYNTHESIS OF 5-EPI-7-DEOXYKALAFUNGIN AND 5-EPI-7-O-METHYLKALAFUNGIN [J].

BRIMBLE, MA ;

STUART, SJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (04) :881-885

[2] REGIOSELECTIVITY IN THE REACTIONS OF METHOXYDEHYDROBENZENES WITH FURANS .2. 2-METHOXYFURAN AND METHOXYDEHYDROBENZENES [J].

GILES, RGF ;

HUGHES, AB ;

SARGENT, MV .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (06) :1581-1587

[3] ARIZONINS, A NEW COMPLEX OF ANTIBIOTICS RELATED TO KALAFUNGIN .2. ISOLATION AND CHARACTERIZATION [J].

HOCHLOWSKI, JE ;

BRILL, GM ;

ANDRES, WW ;

SPANTON, SG ;

MCALPINE, JB .

JOURNAL OF ANTIBIOTICS, 1987, 40 (04) :401-407

[4] ARIZONINS, A NEW COMPLEX OF ANTIBIOTICS RELATED TO KALAFUNGIN .1. TAXONOMY OF THE PRODUCING CULTURE, FERMENTATION AND BIOLOGICAL-ACTIVITY [J].

KARWOWSKI, JP ;

JACKSON, M ;

THERIAULT, RJ ;

PROKOP, JF ;

MAUS, ML ;

HANSEN, CF ;

HENSEY, DM .

JOURNAL OF ANTIBIOTICS, 1988, 41 (09) :1205-1211

[5] NATURALLY-OCCURRING QUINONES AS POTENTIAL BIOREDUCTIVE ALKYLATING-AGENTS [J].

MOORE, HW ;

CZERNIAK, R .

MEDICINAL RESEARCH REVIEWS, 1981, 1 (03) :249-280

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