A Chemoenzymatic Synthesis of Hept-6-ene-2,5-diol Stereomers: Application to Asymmetric Synthesis of Decarestrictine L, Pyrenophorol, and Stagonolide E

被引：27

作者：

Chatterjee, Sucheta ^{[1
]}

Ghadigaonkar, Sneha ^{[1
]}

Sur, Payel ^{[1
]}

Sharma, Anubha ^{[1
]}

Chattopadhyay, Subrata ^{[1
]}

机构：

[1] Bhabha Atom Res Ctr, Div Bioorgan, Bombay 400085, Maharashtra, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 17期

关键词：

OLEFIN CROSS-METATHESIS; STEREOSELECTIVE TOTAL-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; SECONDARY METABOLITES; CANDIDA-ANTARCTICA; CHOLESTEROL-BIOSYNTHESIS; (+)-DECARESTRICTINE L; MOLECULAR-MECHANISM; PHEROMONE SYNTHESIS; KINETIC RESOLUTION;

D O I：

10.1021/jo5012575

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereomers of hept-6-ene-2,5-diol derivatives were conceived as useful chiral intermediates and were synthesized starting from sulcatol using two lipase-catalyzed acylation reactions as the key steps. The versatility of the intermediates was demonstrated by converting OH them to the titled tetrahydropyran, macrolide, and macrodiolide compounds using standard synthetic protocols.

引用

页码：8067 / 8076

页数：10

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