Highly diastereoselective synthesis of 2,3-dihydro-9bH-thiazolo[2,3-a] isoindolin-5-ones

Steven M. Allin, Darshan G. Vaidya, Michael I. Page, Alexandra M.Z. Slawin

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Condensation of 2-acetyl benzoic acid with aminothiols proceeds with extremely high diastereoselectivity to produce the desired 2,3-dihydro-9b11- thiazolo[2,3-a]isoindolin-5-one products in good yield. The relative stereochemistry of the major diastereoisomer, formed exclusively when using non-racemic aminothiol substrates, has been determined for the first time by single crystal X-ray analysis.

Original languageEnglish
Pages (from-to)151-157
Number of pages7
JournalArkivoc
Volume2000
Issue number2 SPEC.ISS.
DOIs
Publication statusPublished - 3 May 2000

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Stereochemistry
Benzoic Acid
X ray analysis
Condensation
Single crystals
Substrates

Cite this

Allin, S. M., Vaidya, D. G., Page, M. I., & Slawin, A. M. Z. (2000). Highly diastereoselective synthesis of 2,3-dihydro-9bH-thiazolo[2,3-a] isoindolin-5-ones. Arkivoc, 2000(2 SPEC.ISS.), 151-157. https://doi.org/10.3998/ark.5550190.0001.209
Allin, Steven M. ; Vaidya, Darshan G. ; Page, Michael I. ; Slawin, Alexandra M.Z. / Highly diastereoselective synthesis of 2,3-dihydro-9bH-thiazolo[2,3-a] isoindolin-5-ones. In: Arkivoc. 2000 ; Vol. 2000, No. 2 SPEC.ISS. pp. 151-157.
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Allin, SM, Vaidya, DG, Page, MI & Slawin, AMZ 2000, 'Highly diastereoselective synthesis of 2,3-dihydro-9bH-thiazolo[2,3-a] isoindolin-5-ones', Arkivoc, vol. 2000, no. 2 SPEC.ISS., pp. 151-157. https://doi.org/10.3998/ark.5550190.0001.209

Highly diastereoselective synthesis of 2,3-dihydro-9bH-thiazolo[2,3-a] isoindolin-5-ones. / Allin, Steven M.; Vaidya, Darshan G.; Page, Michael I.; Slawin, Alexandra M.Z.

In: Arkivoc, Vol. 2000, No. 2 SPEC.ISS., 03.05.2000, p. 151-157.

Research output: Contribution to journalArticle

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AU - Allin, Steven M.

AU - Vaidya, Darshan G.

AU - Page, Michael I.

AU - Slawin, Alexandra M.Z.

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Y1 - 2000/5/3

N2 - Condensation of 2-acetyl benzoic acid with aminothiols proceeds with extremely high diastereoselectivity to produce the desired 2,3-dihydro-9b11- thiazolo[2,3-a]isoindolin-5-one products in good yield. The relative stereochemistry of the major diastereoisomer, formed exclusively when using non-racemic aminothiol substrates, has been determined for the first time by single crystal X-ray analysis.

AB - Condensation of 2-acetyl benzoic acid with aminothiols proceeds with extremely high diastereoselectivity to produce the desired 2,3-dihydro-9b11- thiazolo[2,3-a]isoindolin-5-one products in good yield. The relative stereochemistry of the major diastereoisomer, formed exclusively when using non-racemic aminothiol substrates, has been determined for the first time by single crystal X-ray analysis.

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SN - 1551-7004

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