The synthesis of both enantiomers of lactobacillic acid and mycolic acid analogues.

GD Coxon; S Knobl; E Roberts; MS Baird; JR Al Dulayymi; GS Besra; PJ Brennan; DE Minnikin

doi:10.1016/S0040-4039(99)01378-7

The synthesis of both enantiomers of lactobacillic acid and mycolic acid analogues.

GD Coxon, S Knobl, E Roberts, MS Baird, JR Al Dulayymi, GS Besra, PJ Brennan, DE Minnikin

Research output: Contribution to journal › Article › peer-review

Abstract

(11R, 12S)-lactobacillic acid (1) has been prepared either from D-mannitol by asymmetric cyclopropanation or from cycyclopropane-1, 2-dimethanol by enzymatic desymmetrisation. The syntheses of (11S, 12R)-lactobacillic acid (2) and (1R, 2S) 1(3'-methoxycarbonylpropyl)-2-octadecylcopropane (26) and related analogues (27 and 28) have also been achieved. (C) 1999 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	6689-6692
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	36
DOIs	https://doi.org/10.1016/S0040-4039(99)01378-7
Publication status	Published - 3 Sept 1999

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title = "The synthesis of both enantiomers of lactobacillic acid and mycolic acid analogues.",

abstract = "(11R, 12S)-lactobacillic acid (1) has been prepared either from D-mannitol by asymmetric cyclopropanation or from cycyclopropane-1, 2-dimethanol by enzymatic desymmetrisation. The syntheses of (11S, 12R)-lactobacillic acid (2) and (1R, 2S) 1(3'-methoxycarbonylpropyl)-2-octadecylcopropane (26) and related analogues (27 and 28) have also been achieved. (C) 1999 Elsevier Science Ltd. All rights reserved.",

author = "GD Coxon and S Knobl and E Roberts and MS Baird and \{Al Dulayymi\}, JR and GS Besra and PJ Brennan and DE Minnikin",

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doi = "10.1016/S0040-4039(99)01378-7",

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T1 - The synthesis of both enantiomers of lactobacillic acid and mycolic acid analogues.

AU - Coxon, GD

AU - Knobl, S

AU - Roberts, E

AU - Baird, MS

AU - Al Dulayymi, JR

AU - Besra, GS

AU - Brennan, PJ

AU - Minnikin, DE

PY - 1999/9/3

Y1 - 1999/9/3

N2 - (11R, 12S)-lactobacillic acid (1) has been prepared either from D-mannitol by asymmetric cyclopropanation or from cycyclopropane-1, 2-dimethanol by enzymatic desymmetrisation. The syntheses of (11S, 12R)-lactobacillic acid (2) and (1R, 2S) 1(3'-methoxycarbonylpropyl)-2-octadecylcopropane (26) and related analogues (27 and 28) have also been achieved. (C) 1999 Elsevier Science Ltd. All rights reserved.

AB - (11R, 12S)-lactobacillic acid (1) has been prepared either from D-mannitol by asymmetric cyclopropanation or from cycyclopropane-1, 2-dimethanol by enzymatic desymmetrisation. The syntheses of (11S, 12R)-lactobacillic acid (2) and (1R, 2S) 1(3'-methoxycarbonylpropyl)-2-octadecylcopropane (26) and related analogues (27 and 28) have also been achieved. (C) 1999 Elsevier Science Ltd. All rights reserved.

U2 - 10.1016/S0040-4039(99)01378-7

DO - 10.1016/S0040-4039(99)01378-7

M3 - Article

SN - 0040-4039

VL - 40

SP - 6689

EP - 6692

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 36

ER -

The synthesis of both enantiomers of lactobacillic acid and mycolic acid analogues.

Abstract

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