Syntheses of Aggregation Pheromones
of the Palm Weevils Rhyncophorus vulneratus and R. phoenicis and of (+)-trans-Whiskey Lactone

J. S. Yadav; C. Venkateshwar Rao; A. R. Prasad; Ahmad Al Khazim Al Ghamdi

doi:10.1055/s-0031-1289579

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Synthesis 2011(23): 3894-3898
DOI: 10.1055/s-0031-1289579

PAPER

Syntheses of Aggregation Pheromones of the Palm Weevils Rhyncophorus vulneratus and R. phoenicis and of (+)-trans-Whiskey Lactone

J. S. Yadav*^a,b, C. Venkateshwar Rao^a, A. R. Prasad^a, Ahmad Al Khazim Al Ghamdi^b
^a Division of Organic Chemistry I, CSIR, Indian Institute of Chemical Technology, Hyderabad, 500 007, India
^b Engineer Abdullah Baqshan for Bee Research, King Saud University, Saudi Arabia
Fax: +91(40)27160512; e-Mail: yadav@iict.res.in;

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Publikationsverlauf

Received 6 August 2011
Publikationsdatum:
27. Oktober 2011 (online)

Abstract
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Abstract

(3S,4S)-3-Methyloctan-4-ol, (4S,5S)-4-methylnonan-5-ol, and (+)-trans-whiskey lactone [(4S,5R)-5-butyl-4-methyldihydrofuran-2(3H)-one] were synthesized stereoselectively by using a radical cyclization reaction as a key step. All three molecules were synthesized from a common cyclic acetal intermediate.

Key words

alcohols - pheromones - lactones - radical reactions - stereoselective synthesis

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