First total synthesis of (-)-1(10),5-germacradien-4-ol

This paper presents it total synthesis of (-)-1(10),5-germacradien-4-ol, a constituent of the needles of Scots pine and of the defence secretion from the larvae of the pine sawfly. The synthesis uses a strategy based on an intramolecular alkylation to form an unsaturated monocyclic 10-membered ring.

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Bibliographic Details
Published inSynlett no. 8; pp. 1273 - 1276
Main Authors Smitt, O, Hogberg, HE
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 2002
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALCOHOLS
KETONES
intramolecular alkylation
germacrane terponoids
stereoselective synthesis
1,6-GERMACRADIEN-5-OL
ALDEHYDES
STEREOSELECTIVE-SYNTHESIS
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Summary:This paper presents it total synthesis of (-)-1(10),5-germacradien-4-ol, a constituent of the needles of Scots pine and of the defence secretion from the larvae of the pine sawfly. The synthesis uses a strategy based on an intramolecular alkylation to form an unsaturated monocyclic 10-membered ring.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2002-32970