SYNTHESIS OF THE RIGHT HALF OF MYCALAMIDE-A - A FORMAL TOTAL SYNTHESIS

被引:39
作者
NAKATA, T
MATSUKURA, H
JIAN, DL
NAGASHIMA, H
机构
[1] The Institute of Physical and Chemical Research (RIKEN), Wako-shi, Saitama
基金
日本科学技术振兴机构;
关键词
D O I
10.1016/0040-4039(94)88289-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The right half 5 of Mycalamide A (1) was synthesized via alpha,beta-unsaturated ketone 11 which was prepared starting from (S)-malic acid or (R)- and (S)-pantolactones, stereoselectively.
引用
收藏
页码:8229 / 8232
页数:4
相关论文
共 17 条
[1]  
CARDANI C, 1965, TETRAHEDRON LETT, P2537
[2]  
FURUSAKI A, 1968, TETRAHEDRON LETT, P6301
[3]   BIOACTIVE MARINE METABOLITES SERIES .41. THEOPEDERINS-A-E, POTENT ANTITUMOR METABOLITES FROM A MARINE SPONGE, THEONELLA SP [J].
FUSETANI, N ;
SUGAWARA, T ;
MATSUNAGA, S .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) :3828-3832
[4]   SYNTHESIS OF THE TRIOXADECALIN-PART OF MYCALAMIDE-B [J].
HOFFMANN, RW ;
SCHLAPBACH, A .
TETRAHEDRON LETTERS, 1993, 34 (49) :7903-7906
[5]   TOTAL SYNTHESIS OF ONNAMIDE-A [J].
HONG, CY ;
KISHI, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9693-9694
[6]   TOTAL SYNTHESIS OF MYCALAMIDE-A AND MYCALAMIDE-B [J].
HONG, CY ;
KISHI, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (14) :4242-4245
[7]  
LAVALLEE P, 1927, TETRAHEDRON LETT, V27, P679
[8]   HIGHLY STEREOSELECTIVE APPROACHES TO ALPHA-C-GLYCOPYRANOSIDE AND BETA-C-GLYCOPYRANOSIDE [J].
LEWIS, MD ;
CHA, JK ;
KISHI, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (18) :4976-4978
[9]  
MATSUMOTO T, 1986, TETRAHEDRON LETT, P6297
[10]   8 NEW CYTOTOXIC METABOLITES CLOSELY RELATED TO ONNAMIDE-A FROM 2 MARINE SPONGES OF THE GENUS THEONELLA [J].
MATSUNAGA, S ;
FUSETANI, N ;
NAKAO, Y .
TETRAHEDRON, 1992, 48 (39) :8369-8376