A Stereoselective Synthesis of<i>dl-C<sub>17</sub>-Cecropia</i>Juvenile Hormone

Mori, Kenji; Ohki, Masahiko; Matsui, Masanao

doi:10.1080/00021369.1972.10860372

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1972

1982

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“…In that sense this synthesis is similar to the syn thesis of dl-C18-JH by van Tamelenl4) and that of dl-C17-JH by ourselves. 5) The Co-unit (XV) was prepared by the me thod of Corey6) with some modifications as described below. Geranyl acetate (VI) was treated with N-bromosuccinimide to give a bromohydrin (VII).…”

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A Stereoselective Synthesis of Methyl trans, trans-Farnesoate and Its Conversion to dl-C17-Cecropia Juvenile Hormone

Ohki

Mori

Matsui

1974

Agricultural and Biological Chemistry

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confidence: 99%

A Stereoselective Synthesis of Methyl trans, trans-Farnesoate and Its Conversion to dl-C17-Cecropia Juvenile Hormone

Ohki

Mori

Matsui

1974

Agricultural and Biological Chemistry

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Allylic and Benzylic Carbanions Substituted by Heteroatoms

Biellmann

Ducep

1982

Organic Reactions

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This review covers allylic and benzylic carbanions in which a heteroatom and the double bond may be part of a conjugated system. Propargylic and allenic systems are also included. The cation is an alkaline or alkaline‐earth element; transition metals are excluded. The chapter by Gilman and Morton in 1954 was restricted to lithium derivatives. Reviews covering part of the subject include those on organometallic compounds, on reagents for nucleophilic acylation, on olefin synthesis with P(O)‐activated reagents, on the formation and reactions of carbanions derived from allylic sulfoxides, dithianes, nitrosoamines, thioethers and ethers, selenium compounds, on base‐catalyzed isomerization, and on rearrangements of carbanions. Allylic and benzylic carbanions adjacent to the following heteroatoms have been described: boron, nitrogen, oxygen, silicon, phosphorus, sulfur, chlorine, selenium, bromine, tellurium. The basicity and structures of these anions are considered first. This discussion is followed by sections on methods of generation of carbanions, reactions occurring during preparation, decomposition, and rearrangements of carbanions, reactions with electrophiles, regioselectivity and stereochemical aspects of the reactions, transformations of the reaction products, and some applications of these carbanions in synthesis.

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ChemInform Abstract: EINE STEREOSELEKTIVE SYNTH. DES D,L‐C17‐CECROPIA‐JUVENILHORMONS

Mori¹,

Ohki²,

Matsui³

1972

Chemischer Informationsdienst

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A Stereoselective Synthesis ofdl-C₁₇-CecropiaJuvenile Hormone

Cited by 3 publications

References 3 publications

A Stereoselective Synthesis of Methyl trans, trans-Farnesoate and Its Conversion to dl-C17-Cecropia Juvenile Hormone

A Stereoselective Synthesis of Methyl trans, trans-Farnesoate and Its Conversion to dl-C17-Cecropia Juvenile Hormone

Allylic and Benzylic Carbanions Substituted by Heteroatoms

ChemInform Abstract: EINE STEREOSELEKTIVE SYNTH. DES D,L‐C17‐CECROPIA‐JUVENILHORMONS

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A Stereoselective Synthesis ofdl-C17-CecropiaJuvenile Hormone

Cited by 3 publications

References 3 publications

A Stereoselective Synthesis of Methyl trans, trans-Farnesoate and Its Conversion to dl-C17-Cecropia Juvenile Hormone

A Stereoselective Synthesis of Methyl trans, trans-Farnesoate and Its Conversion to dl-C17-Cecropia Juvenile Hormone

Allylic and Benzylic Carbanions Substituted by Heteroatoms

ChemInform Abstract: EINE STEREOSELEKTIVE SYNTH. DES D,L‐C17‐CECROPIA‐JUVENILHORMONS

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A Stereoselective Synthesis ofdl-C₁₇-CecropiaJuvenile Hormone