Enantiopure Bicyclic Piperidinones: Stereocontrolled Cycloadditions

A. G. Brewster; S. Broady; E. Glenn; S. A. Hermitage; M. Hughes; M. G. Moloney; G. Woods

doi:10.2174/1570178053400270

ISSN: 1570-1786
E-ISSN: 1875-6255

Enantiopure Bicyclic Piperidinones: Stereocontrolled Cycloadditions
Authors: A. G. Brewster¹, S. Broady², E. Glenn³, S. A. Hermitage⁴, M. Hughes⁵, M. G. Moloney⁶ and G. Woods⁷
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¹ Department of Chemistry,University of Oxford, Chemical Research Laboratory, Mansfield Rd, Oxford. OX1 3TA. UK. ² Department of Chemistry,University of Oxford, Chemical Research Laboratory, Mansfield Rd, Oxford. OX1 3TA. UK. ³ Department of Chemistry,University of Oxford, Chemical Research Laboratory, Mansfield Rd, Oxford. OX1 3TA. UK. ⁴ Department of Chemistry,University of Oxford, Chemical Research Laboratory, Mansfield Rd, Oxford. OX1 3TA. UK. ⁵ Department of Chemistry,University of Oxford, Chemical Research Laboratory, Mansfield Rd, Oxford. OX1 3TA. UK. ⁶ Department of Chemistry,University of Oxford, Chemical Research Laboratory, Mansfield Rd, Oxford. OX1 3TA. UK. ⁷ Department of Chemistry,University of Oxford, Chemical Research Laboratory, Mansfield Rd, Oxford. OX1 3TA. UK.
Source: Letters in Organic Chemistry, Volume 2, Issue 1, Feb 2005, p. 21 - 24
DOI: https://doi.org/10.2174/1570178053400270
- Available online: 01 Feb 2005

Abstract

The cycloadditions of a [4.3.0]-bicyclic α,β-unsaturated lactam, derived from 6-oxopipecolic acid, have been investigated. Although yields are modest, diastereoselectivity is high; reasons for the low reactivity are postulated, based on experimental observations and molecular modelling.

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2005-02-01

2025-09-11

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Article Type: Review Article

Keyword(s): conjugate additions; lewis acid catalysis; piperidinones

Enantiopure Bicyclic Piperidinones: Stereocontrolled Cycloadditions

Abstract

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