1982
DOI: 10.1002/anie.198208561
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Asymmetric Synthesis of Methyl Jasmonate

Abstract: The complete manuscript of this communication appears in: Angew. Chem. Suppl. 1982, 1777. DOI:

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Cited by 16 publications
(2 citation statements)
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“…There are several reports on the synthesis of enantiomerically pure (3R,7R)-( )-methyl jasmonate 1. The first synthesis by Quinkert et al 89 made use of bis(8-phenylmenthyl) malonate as a chiral starting point. This led to the cyclopropyl derivative 31, shown in Scheme 8, which was converted into the alkyne analogue 32 by alkylation and thermal rearrangement.…”
Section: Enantioselective Syntheses Of Methyl Jasmonatementioning
confidence: 99%
“…There are several reports on the synthesis of enantiomerically pure (3R,7R)-( )-methyl jasmonate 1. The first synthesis by Quinkert et al 89 made use of bis(8-phenylmenthyl) malonate as a chiral starting point. This led to the cyclopropyl derivative 31, shown in Scheme 8, which was converted into the alkyne analogue 32 by alkylation and thermal rearrangement.…”
Section: Enantioselective Syntheses Of Methyl Jasmonatementioning
confidence: 99%
“…[94] In the initial step, starting from bis-(8-phenylmenthyl) malonate, a vinylcyclopropane is constructed. After removal of the chiral auxiliary, the cyclopentanone is built up by means of a "domino" homo-Michael reaction / Dieckmann cyclisation.…”
Section: Stereoselective Synthesesmentioning
confidence: 99%