4. Synthesis of insect pheromones

4-1 Enantiospecific synthesis and filed evaluation of four stereoisomers of 10,14-dimethyloctadec-1-ene, a sex pheromone component secreted by female moths of the apple leafminer.

Biosci. Biotechnol. Biochem., 78 (5): 761-765 (2014),
Tomonori TAGURI, Katuhiko YAGINUMA, Masanobu YAMAMOTO, Toru FUJII, and Tetsu ANDO.
[No. 149]
Abstract

4-2 Synthesis and field evaluation of stereoisomers and analogues of 5-methylheptadecan-7-ol, an unusual sex pheromone component of the lichen moth, Miltochrista calamine.

J. Chem. Ecol., 40 (3): 250-258 (2014),
Yuta MURAKI, Tomonori TAGURI, Rei YAMAKAWA, Tetsu ANDO.
[No. 148]
Abstract

4-3 Synthesis of four stereoisomers of (S)-2-methylpent-3-yl 3,13-dimethylpentadecanoate, a sex pheromone of the bagworm moth Clania variegate, using stereospecific inversion of secondary sulfonates as a key step.

Euro. J. Org. Chem., 2013 (30): 6924-6933 (2013),
Tomonori TAGURI, Masanobu YAMAMOTO, Toru FUJII, Yuta MURAKI, and Tetsu ANDO.
[No. 145]
Abstract

4-4 Synthesis of all four stereoisomers of 6,10,13-trimethyltetradecan-2-one, a sex pheromone component produced by males of the stink bug Pallantia macunaima.

Euro. J. Org. Chem., 2013 (11): 2209-2215 (2013),
Yuta MURAKI, Tomonori TAGURI, Masanobu YAMAMOTO, Paulo H. G. ZARBIN, and Tetsu ANDO.
[No. 141]
Abstract

4-5 Stereospecific inversion of secondary tosylates to yield chiral methyl-branched building blocks which were applied to the asymmetric synthesis of leafminer sex pheromones.

Tetrahedron: Asymmetry, 23: 852-858 (2012),
Tomonori TAGURI, Rei YAMAKAWA, Toru FUJII, Yuta MURAKI, and Tetsu ANDO.
[No. 133]
Abstract

4-6 Improved synthesis of three methyl-branched pheromone components produced by the female lichen moth.

Biosci. Biotechnol. Biochem., 74 (1): 119-124 (2010),
Tomonori TAGURI, Rei YAMAKAWA, Yasushi ADACHI, Kenji MORI, and Tetsu ANDO.
[No. 120]
Abstract

4-7 Synthesis of deuterated sex pheromone components of the grape borer, Xylotrechus pyrrhoderus.

Biosci. Biotechnol. Biochem., 73 (10): 2252-2256 (2009),
Ryutaro KIYOTA, Rei YAMAKAWA, Kikuo IWABUCHI, Keita HOSHINO, and Tetsu ANDO.
[No. 119]
Abstract

4-8 Synthesis and field evaluation of methyl-branched ketones, sex pheromone components produced by Lithosiinae female moths in the family of Arctiidae.

Biosci. Biotechnol. Biochem., 73 (7): 1618-1622 (2009),
Nguyen Duc DO, Masakatsu KINJO, Tomonori TAGURI, Yasushi ADACHI, Rei YAMAKAWA, and Tetsu ANDO.
[No. 117]
Abstract

4-9 Synthesis and Chemical Characterization of Hydrocarbons with a 6,9,11-, 3,6,9,11-, or 1,3,6,9-Polyene System, Pheromone Candidates in Lepidoptera.

J. Chem. Ecol., 34 (8): 1057-1064 (2008),
Masanobu YAMAMOTO, Rei YAMAKAWA, Toshiya OGA, Yousuke TAKEI, Masakatsu KINJO, and Tetsu ANDO.
[No. 111]
Abstract

4-10 7,11,13-Hexadecatrienal Identified from Female Moths of the Citrus Leafminer as a New Sex Pheromone Component: Synthesis and Field Evaluation in Vietnam and Japan.

J. Pestic. Sci., 33 (2): 152-158 (2008),
Le Van VANG, MD. Azharul ISLAM, Nguyen Duc DO, Tran Van HAI, Shinji KOYANO, Yoshiki OKAHANA, Nobuo OHBAYASHI, Masanobu YAMAMOTO, and Tetsu ANDO.
[No. 110]
Abstract

4-11 Synthesis and Characterization of 2,13- and 3,13-Octadecadienals for the Identificatin of the Sex Pheromone Secreted by a Clearwing Moth.

J. Chem. Ecol., 33 (9): 1763-1773 (2007),
MD. A. ISLAM, Masanobu YAMAMOTO, Mieko SUGIE, Hideshi NAKA, Jun TABATA, Yutaka ARITA, and Tetsu ANDO.
[No. 108]
Abstract

4-12 Synthesis and Characterization of 3,13- and 2,13-Octadecadienyl Compounds for Identification of the Sex Pheromone Secreted by a Clearwing Moth, Nokona pernix.

Biosci. Biotechnol. Biochem., 69 (2): 508-516 (2006),
Hideshi NAKA, Tomotake NAKAZAWA, Mieko SUGIE, Masanobu YAMAMOTO, Yoshiteru HORIE, Ryohei WAKASUGI, Yutaka ARITA, Hajime SUGIE, Koji TSUCHIDA, and Tetsu ANDO.
[No. 100]
Abstract

4-13 Synthesis and Characterization of Hexadecadienyl Compounds with a Conjugated Diene System, Sex Pheromone of the Persimmon Fruit Moth and Related Compounds.

Biosci. Biotechnol. Biochem., 67 (4): 822-829 (2003),
Takanobu NISHIDA, Le Van VANG, Hiroyuki YAMAZAWA, Ryuji YOSHIDA, Hideshi NAKA, Koji TSUCHIDA, and Tetsu ANDO.
[No. 86]
Abstract

4-14 Synthesis and Characterization of Diepoxyalkenes Derived from (3Z,6Z,9Z)-Trienes, Lymantriid Sex Pheromones and Their Candidates.

J. Chem. Ecol., 27(11): 2153-2167(2001),
Hiroyuki YAMAZAWA, Naoto NAKAJIMA, Sadao WAKAMURA, Norio ARAKAKI, Masanobu YAMAMOTO, and Tetsu ANDO.
[No. 79]
Abstract

4-15 A Convenient Preparation of Optically Active Diepoxyhenicosene (Leucomalure), Lymantrid Sex Pheromone, by Chiral HPLC.

Euro. J. Org. Chem., 1503-1506(1999),
Masanobu YAMAMOTO, Hiroyuki YAMAZAWA, Naoto NAKAJIMA and Tetsu ANDO.
[No. 72]
Abstract

4-16 Sex Pheromone Candidates with Conjugated Triene System: Synthesis and Chemical Characterization.

J. Chem. Ecol., 19: 119-132 (1993),
Tetsu ANDO and Hirokazu OHSAWA.
[No. 52]
Abstract

4-17 Syntheses and NMR Analyses of Eight Geometrical Isomers of 10,12,14-Hexadecatrienyl Acetate, Sex Pheromone Candidates of the Mulberry Pyralid.

Agric. Biol. Chem., 52, 2459-2468 (1988),
Tetsu ANDO, Yasushi OGURA, Motoaki KOYAMA, Michiko KURANE, Masaaki UCHIYAMA and Kwang Yaul SEOL.
[No. 34]
Abstract

4-18 Systematic Syntheses and Characterization of Dodecadien-1-ols with Conjugated Double Bond, Lepidopterous Sex Pheromones.

Agric. Biol. Chem., 49, 141-148 (1985),
Tetsu ANDO, Yuichi KUROTSU, Mieko KAIYA and Masaaki UCHIYAMA.
[No. 20]
Abstract

4-19 Stereoselective Synthesis of Some Isomers of Dodecadien-1-ol: Compounds Related to the Pine Moth Sex Pheromone.

Agric. Biol. Chem., 46, 717-722 (1982),
Tetsu ANDO, Manh Huynh VU, Shigeo YOSHIDA and Nobutaka TAKAHASHI.
[No. 14]
Abstract

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