1993
DOI: 10.1016/s0040-4020(01)80157-5
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A short and efficient synthesis of (-) Mintlactone and (+) iso-mintlactone

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Cited by 28 publications
(14 citation statements)
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“…To our knowledge, this is the first reported conversion of a quaternary a-bromo ester into the corresponding amino acid via the azide. Since tertiary a-bromo esters can be accessed by bromination of the corresponding esters by known methods, [16,17] the methodology reported in this paper should be applicable to the synthesis of a wide range of quaternary a-amino acids. In conclusion, we have described a highly efficient procedure for the synthesis of both protected forms of 1-aminocyclobutane carboxylic acid.…”
Section: Kim and Wood 608mentioning
confidence: 99%
“…To our knowledge, this is the first reported conversion of a quaternary a-bromo ester into the corresponding amino acid via the azide. Since tertiary a-bromo esters can be accessed by bromination of the corresponding esters by known methods, [16,17] the methodology reported in this paper should be applicable to the synthesis of a wide range of quaternary a-amino acids. In conclusion, we have described a highly efficient procedure for the synthesis of both protected forms of 1-aminocyclobutane carboxylic acid.…”
Section: Kim and Wood 608mentioning
confidence: 99%
“…Isopulegol and its diastereomers are commercially available, but they can be also obtained by thermal cyclization of citronellal. 14,15 Chavan et al, 16 synthesized (-)-mintlactone (1) from (-)-isopulegol (17). The sequence described by the authors consists of an anti-Markovnikov addition of water to 17, followed by oxidation of the primary alcohol 18 and in situ lactonization.…”
Section: From (-)-Isopulegolmentioning
confidence: 99%
“…[7][8][9][10][11] (R)-(+)-Pulegone (1) had been used for the synthesis of pheromones. 1-6 This monoterpene and its isomers had been utilized as chiral building blocks for the total synthesis of natural compounds.…”
Section: Introductionmentioning
confidence: 99%