Preparation of useful synthetic intermediates of taxol analogs, cyclooctenone derivatives

被引：0

作者：

Yamada, K ^{[1
]}

Tozawa, T ^{[1
]}

Saitoh, K ^{[1
]}

Mukaiyama, T ^{[1
]}

机构：

[1] Sci Univ Tokyo, Fac Sci, Dept Appl Chem, Shinjuku Ku, Tokyo 162, Japan

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1997年 / 45卷 / 12期

关键词：

cyclooctenone; samarium(II) iodide; omega-(alpha-bromoketo) aldehyde; deoxygenated taxane framework;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Stereoselective syntheses of omega-(alpha-bromoketo) octanals and nonanal with oxygenated functions and formation of the corresponding eight-membered carbocyclic aldols by subsequent samarium(II)-mediated cyclization are demonstrated. Cyclooctenones deoxygenated at the C2 or C10 position in the taxane framework are prepared by dehydration of the above aldols.

引用

页码：2113 / 2115

页数：3

共 50 条

[41] NEW RESULTS IN THE ISOPROPYLIDENATION OF GALACTOPYRANOSIDES - USEFUL INTERMEDIATES FOR THE SYNTHESIS OF GALACTOSE DERIVATIVES
BARILI, PL
BERTI, G
CATELANI, G
COLONNA, F
MARRA, A
TETRAHEDRON LETTERS, 1986, 27 (20) : 2307 - 2310
[42] PHOSPHAZENE CARBANIONS AS SYNTHETIC INTERMEDIATES - SILICON, GERMANIUM, AND TIN DERIVATIVES
CALHOUN, HP
LINDSTROM, RH
OAKLEY, RT
PADDOCK, NL
TODD, SM
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (09) : 343 - 343
[43] SYNTHETIC STUDIES OF STRIGOL - TOTAL SYNTHESIS AND PREPARATION OF ANALOGS
BROOKS, DW
KENNEDY, E
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 187 (APR): : 92 - PEST
[44] SYNTHETIC NUCLEIC-ACID ANALOGS PREPARATION AND INTERACTION
TAKEMOTO, K
INAKI, Y
ADVANCES IN POLYMER SCIENCE, 1981, 41 : 1 - 51
[45] Synthesis of angularly-fused benzocyclobutenedione monoketals: Useful synthetic intermediates to angucyclines
Tiedemann, R
Heileman, MJ
Moore, HW
Schaumann, E
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (07): : 2170 - 2171
[46] PREPARATION AND CHEMISTRY OF VINYL SULFONIUM YLIDES - NEW SYNTHETIC INTERMEDIATES
LAROCHELLE, RW
TROST, BM
KREPSKI, L
JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (08): : 1126 - +
[47] β-lactams as versatile synthetic intermediates for the preparation of heterocycles of biological interest
Alcaide, B
Almendros, P
CURRENT MEDICINAL CHEMISTRY, 2004, 11 (14) : 1921 - 1949
[48] PREPARATION OF DIBENZO[D,F]DIOXEPINS AND THEIR USE AS SYNTHETIC INTERMEDIATES
HEWGILL, FR
HEWITT, DG
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (FEB): : 1536 - &
[49] Enantiopure 1,5-diols from dynamic kinetic asymmetric transformation.: Useful synthetic intermediates for the preparation of chiral heterocycles
Leijondahl, Karin
Boren, Linnea
Braun, Roland
Backvall, Jan-E.
ORGANIC LETTERS, 2008, 10 (10) : 2027 - 2030
[50] PREPARATION AND ANTITUMOR PROPERTIES OF ANALOGS AND DERIVATIVES OF MYCOPHENOLIC ACID
JONES, DF
MILLS, SD
JOURNAL OF MEDICINAL CHEMISTRY, 1971, 14 (04) : 305 - &

← 1 2 3 4 5 →