Document Detail

Enzymatic resolution of (+/-)-gamma-cyclohomogeraniol and conversion of its (S)-isomer to (S)-gamma-coronal, the ambergris odorant.
MedLine Citation:
PMID:  10400325     Owner:  NLM     Status:  MEDLINE    
Enzymatic acetylation of (+/-)-gamma-cyclohomogeraniol[2-(2',2'-dimethyl-6'-methylenecyc lohexyl)ethanol] with vinyl acetate in the presence of lipase AK yielded the acetate of its (R)-isomer, leaving its (S)-isomer intact. The (S)-isomer was chemically converted to (S)-gamma-coronal[2-methylene-4-(2',2'-dimethyl-6'-methylenecyclohexy l)butanal], the ambergris odorant.
S Horiuchi; H Takikawa; K Mori
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Bioorganic & medicinal chemistry     Volume:  7     ISSN:  0968-0896     ISO Abbreviation:  Bioorg. Med. Chem.     Publication Date:  1999 May 
Date Detail:
Created Date:  1999-10-28     Completed Date:  1999-10-28     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9413298     Medline TA:  Bioorg Med Chem     Country:  ENGLAND    
Other Details:
Languages:  eng     Pagination:  723-6     Citation Subset:  IM    
Department of Chemistry, Faculty of Science, Science University of Tokyo, Japan.
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MeSH Terms
Alkanes / chemical synthesis*,  chemistry*
Ambergris / chemistry*
Cyclohexanes / chemical synthesis*,  chemistry*
Ethanol / chemical synthesis*,  chemistry*
Models, Chemical
Terpenes / chemistry*,  metabolism*
Reg. No./Substance:
0/2-(2',2'-dimethyl-6'-methylenecyclohexyl)ethanol; 0/2-methylene-4-(2',2'-dimethyl-6'-methylenecyclohexyl)ethanol; 0/Alkanes; 0/Ambergris; 0/Cyclohexanes; 0/Terpenes; 624-15-7/geraniol; 64-17-5/Ethanol

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