Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate

S G Davies; D Diez; M M El Hammouni; A C Garner; N M Garrido; M J C Long; R M Morrison; M J Sweet; J M Withey; Andrew David Smith

doi:10.1039/b308855c

Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate

S G Davies, D Diez, M M El Hammouni, A C Garner, N M Garrido, M J C Long, R M Morrison, M J Sweet, J M Withey, Andrew David Smith

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

46 Citations (Scopus)

Abstract

Comparison of the kinetic and parallel kinetic resolutions of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate allows for the efficient synthesis of both (1R,2S,5S)- and (1S,2R,5R)-enantiomers of methyl 2-amino-5-tert-butyl-cyclopentane-1-carboxylate.

Original language	English
Pages (from-to)	2410-2411
Number of pages	2
Journal	Chemical Communications
Volume	2003
Issue number	19
DOIs	https://doi.org/10.1039/b308855c
Publication status	Published - 7 Oct 2003

Keywords

ASYMMETRIC-SYNTHESIS
CISPENTACIN
(-)-(1R,2S)-CISPENTACIN
ACIDS

Access to Document

10.1039/b308855c

Cite this

Davies, S. G., Diez, D., El Hammouni, M. M., Garner, A. C., Garrido, N. M., Long, M. J. C., Morrison, R. M., Sweet, M. J., Withey, J. M., & Smith, A. D. (2003). Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate. Chemical Communications, 2003(19), 2410-2411. https://doi.org/10.1039/b308855c

@article{9608d51c01ad440c8c410615e964333a,

title = "Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate",

abstract = "Comparison of the kinetic and parallel kinetic resolutions of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate allows for the efficient synthesis of both (1R,2S,5S)- and (1S,2R,5R)-enantiomers of methyl 2-amino-5-tert-butyl-cyclopentane-1-carboxylate.",

keywords = "ASYMMETRIC-SYNTHESIS, CISPENTACIN, (-)-(1R,2S)-CISPENTACIN, ACIDS",

author = "Davies, {S G} and D Diez and {El Hammouni}, {M M} and Garner, {A C} and Garrido, {N M} and Long, {M J C} and Morrison, {R M} and Sweet, {M J} and Withey, {J M} and Smith, {Andrew David}",

note = "High impact communication journal and reasonable number of citations; the science behind this communication is of an exceptionally high standard.",

year = "2003",

month = oct,

day = "7",

doi = "10.1039/b308855c",

language = "English",

volume = "2003",

pages = "2410--2411",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "19",

}

Davies, SG, Diez, D, El Hammouni, MM, Garner, AC, Garrido, NM, Long, MJC, Morrison, RM, Sweet, MJ, Withey, JM & Smith, AD 2003, 'Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate', Chemical Communications, vol. 2003, no. 19, pp. 2410-2411. https://doi.org/10.1039/b308855c

Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate. / Davies, S G; Diez, D; El Hammouni, M M et al.
In: Chemical Communications, Vol. 2003, No. 19, 07.10.2003, p. 2410-2411.

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

TY - JOUR

T1 - Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate

AU - Davies, S G

AU - Diez, D

AU - El Hammouni, M M

AU - Garner, A C

AU - Garrido, N M

AU - Long, M J C

AU - Morrison, R M

AU - Sweet, M J

AU - Withey, J M

AU - Smith, Andrew David

N1 - High impact communication journal and reasonable number of citations; the science behind this communication is of an exceptionally high standard.

PY - 2003/10/7

Y1 - 2003/10/7

N2 - Comparison of the kinetic and parallel kinetic resolutions of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate allows for the efficient synthesis of both (1R,2S,5S)- and (1S,2R,5R)-enantiomers of methyl 2-amino-5-tert-butyl-cyclopentane-1-carboxylate.

AB - Comparison of the kinetic and parallel kinetic resolutions of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate allows for the efficient synthesis of both (1R,2S,5S)- and (1S,2R,5R)-enantiomers of methyl 2-amino-5-tert-butyl-cyclopentane-1-carboxylate.

KW - ASYMMETRIC-SYNTHESIS

KW - CISPENTACIN

KW - (-)-(1R,2S)-CISPENTACIN

KW - ACIDS

UR - http://www.scopus.com/inward/record.url?scp=0142042832&partnerID=8YFLogxK

UR - http://www.rsc.org/delivery/_ArticleLinking/DisplayArticleForFree.cfm?doi=b308855c&JournalCode=CC

U2 - 10.1039/b308855c

DO - 10.1039/b308855c

M3 - Article

SN - 1359-7345

VL - 2003

SP - 2410

EP - 2411

JO - Chemical Communications

JF - Chemical Communications

IS - 19

ER -

Preparation of methyl (1R,2S,5S)- and (1S,2R,5R)-2-amino-5-tert-butyl-cyclopentane-1-carboxylates by parallel kinetic resolution of methyl (RS)-5-tert-butyl-cyclopentene-1-carboxylate

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this