TOTAL SYNTHESIS OF (5R,6S)-DIHETES, (5S,6S)-DIHETES AND (11R,12S)-DIHETES FROM TRICARBONYL ETA-4-BUTADIENYL) IRON(0) COMPLEXES

被引：0

作者：

LELLOUCHE, JP ^{[1
]}

GIGOUBARBEDETTE, A ^{[1
]}

GREE, R ^{[1
]}

机构：

[1] ENSCR,SYNTHESES & ACTIVAT BIOMOLEC LAB,CNRS,URA D1 467,F-35700 RENNES,FRANCE

来源：

BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE | 1992年 / 129卷 / 06期

关键词：

TRICARBONYL (ETA-4-BUTADIENYL) IRON COMPLEXES; OSMYLATION; (5,6)-DIHETES; (11,12)-DIHETE; (14,15)-DIDEHYDRO (11,12)-DIHETE;

D O I：

暂无

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The total synthesis of (5R,6S)-, (5S,6S)- and (11R,12S)-DIHETEs are described starting from the two chiral tricarbonyl (eta4-butadienyl)iron complexes (-)-(2R,5S)-12 and (+)-(2S,5R)-13. This new synthetic approach shows an efficient use of these chiral bifunctionalized iron complexes for the preparation of polyhydroxylated polyenes. The key step of the sequence, ie, the osmylation of a free double bond close to the organonietallic unit, has been studied in detail. The addition Of OsO4 is diastereospecific for the Z-alkenes and highly diastereoselective for the E-alkenes: in both cases, it occurs anti to the Fe(CO)3 group.

引用

页码：605 / 624

页数：20

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