Journal article

Bicyclo[10.2.1]pentadecenone derivatives by free radical macrocyclisation

Abstract:: The synthesis of intermediates for the preparation of stereoisomeric bicyclo[10.2.1]pentadec-13-en-3-ones is described. The preparation and the addition of 6-functionalised hexylcuprate reagents to bicyclic lactone 5 is discussed and a method described for the epimerisation of the so-formed trans-disubstituted cyclopentene derivatives. The cis- and trans-1,4-disubstituted cyclopentenes are both shown to undergo 13-endo-trig cyclisation affording the title bicyclic compounds in moderate yield.

Publication status:: Published

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APA Style

Robertson, J., Burrows, J., & Stupple, P. (1997). Bicyclo[10.2.1]pentadecenone derivatives by free radical macrocyclisation. TETRAHEDRON, 53(43), 14807–14820.

MLA Style

Robertson, J., et al. “Bicyclo[10.2.1]Pentadecenone Derivatives by Free Radical Macrocyclisation.” TETRAHEDRON, vol. 53, no. 43, 1997, pp. 14807–20.

Chicago Style

Robertson, J, J Burrows, and P Stupple. 1997. “Bicyclo[10.2.1]Pentadecenone Derivatives by Free Radical Macrocyclisation.” TETRAHEDRON 53 (43): 14807–20.
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Publisher copy:: 10.1016/S0040-4020(97)00990-3

Authors

+ Robertson, J More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Organic Chemistry
Role:: Author

+ Burrows, J More by this author

Role:: Author

+ Stupple, P More by this author

Role:: Author

Journal:: TETRAHEDRON More from this journal
Volume:: 53
Issue:: 43
Pages:: 14807-14820
Publication date:: 1997-10-27
DOI:: 10.1016/S0040-4020(97)00990-3
ISSN:: 0040-4020

Language:: English
Pubs id:: pubs:55245
UUID:: uuid:eb53f376-d1f3-4a87-812c-7d780011a8d2
Local pid:: pubs:55245
Source identifiers:: 55245
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 1997

Licence:: Terms and Conditions of Use for Oxford University Research Archive

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