Intramolecular photocycloaddition of a tethered bis-2,3-dihydro-4-pyridone: Stereochemistry and reactivity of the cycloadduct

Daniel L. Comins; Yong Sup Lee; Paul D. Boyle

doi:10.1016/S0040-4039(97)10520-2

Intramolecular photocycloaddition of a tethered bis-2,3-dihydro-4-pyridone: Stereochemistry and reactivity of the cycloadduct

Daniel L. Comins
, Yong Sup Lee
, Paul D. Boyle

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

12 Citations (Scopus)

Abstract

The photocycloaddition of enantiopure bis-dihydropyridone 4 provided a single cycloadduct in high yield. Treatment of the cycloadduct with SmI₂ effected ring opening and intramolecular aldol addition to give pentacyclic β-hydroxyketone 7.

Original language	English
Pages (from-to)	187-190
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	3-4
DOIs	https://doi.org/10.1016/S0040-4039(97)10520-2
Publication status	Published - 15 Jan 1998

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@article{f6941ffe0b7a4201bae3f024f24c7e63,

title = "Intramolecular photocycloaddition of a tethered bis-2,3-dihydro-4-pyridone: Stereochemistry and reactivity of the cycloadduct",

abstract = "The photocycloaddition of enantiopure bis-dihydropyridone 4 provided a single cycloadduct in high yield. Treatment of the cycloadduct with SmI2 effected ring opening and intramolecular aldol addition to give pentacyclic β-hydroxyketone 7.",

author = "Comins, \{Daniel L.\} and Lee, \{Yong Sup\} and Boyle, \{Paul D.\}",

year = "1998",

month = jan,

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doi = "10.1016/S0040-4039(97)10520-2",

language = "English",

volume = "39",

pages = "187--190",

journal = "Tetrahedron Letters",

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number = "3-4",

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TY - JOUR

T1 - Intramolecular photocycloaddition of a tethered bis-2,3-dihydro-4-pyridone

T2 - Stereochemistry and reactivity of the cycloadduct

AU - Comins, Daniel L.

AU - Lee, Yong Sup

AU - Boyle, Paul D.

PY - 1998/1/15

Y1 - 1998/1/15

N2 - The photocycloaddition of enantiopure bis-dihydropyridone 4 provided a single cycloadduct in high yield. Treatment of the cycloadduct with SmI2 effected ring opening and intramolecular aldol addition to give pentacyclic β-hydroxyketone 7.

AB - The photocycloaddition of enantiopure bis-dihydropyridone 4 provided a single cycloadduct in high yield. Treatment of the cycloadduct with SmI2 effected ring opening and intramolecular aldol addition to give pentacyclic β-hydroxyketone 7.

UR - https://www.scopus.com/pages/publications/0032518649

U2 - 10.1016/S0040-4039(97)10520-2

DO - 10.1016/S0040-4039(97)10520-2

M3 - Article

AN - SCOPUS:0032518649

SN - 0040-4039

VL - 39

SP - 187

EP - 190

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 3-4

ER -

Intramolecular photocycloaddition of a tethered bis-2,3-dihydro-4-pyridone: Stereochemistry and reactivity of the cycloadduct

Abstract

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