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Thermoconversion of Caryophyllene‐ to Farnesene‐Type Sesquiterpenes. Short access to the enantiomers of (6RS,7RS)‐ and (6RS,7SR)‐6,7‐epoxy‐6,7‐dihydro‐β‐farnesenes

 

作者: Wolfgang K. Giersch,   André F. Boschung,   Roger L. Snowden,   Karl H. Schulte‐Elte,  

 

期刊: Helvetica Chimica Acta  （WILEY Available online 1994）
卷期: Volume 77, issue 1  

页码: 36-40

 

ISSN:0018-019X

 

年代: 1994

 

DOI:10.1002/hlca.19940770106

 

出版商: WILEY‐VCH Verlag GmbH

 

数据来源: WILEY

 

摘要:

AbstractFlash‐vacuum thermolysis of the four diastereoisomeric 5,6‐epoxy‐5,6‐dihydro‐caryophyllenes1–4at 500–550°/0.1–0.7 Torr leads to the hitherto unreported enantiomers of (6RS,7RS)‐ and (6RS,7SR)‐6,7‐epoxy‐6,7‐dihydro‐β‐farnesenes ((±)‐5and (±)‐6, resp.). In particular, (+)‐5is formed in 45% yield (ca.90% ee) and is, thus, an attractive chiral build

 

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