Studies toward the photochemical synthesis of functionalized [5]- and [6]carbohelicenes

Morwenna S M Pearson, David R Carbery

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

An efficient route to nonsymmetrical helical menthyl esters by means of an oxidative photocyclization reaction of dissymmetric bis-stilbenes is reported. The developed route allows the introduction of functionality on rings A, E, or F, and the influence of the substituent pattern on the photochemical reaction has been examined. Diastereoselectivity is observed when a double chiral induction strategy with dimenthyl helicene esters synthesized in a 70:30 ratio of isomers is used.
Original languageEnglish
Pages (from-to)5320-5325
Number of pages6
JournalJournal of Organic Chemistry
Volume74
Issue number15
DOIs
Publication statusPublished - 2009

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Esters
Stilbenes
Photochemical reactions
Isomers

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Studies toward the photochemical synthesis of functionalized [5]- and [6]carbohelicenes. / Pearson, Morwenna S M; Carbery, David R.

In: Journal of Organic Chemistry, Vol. 74, No. 15, 2009, p. 5320-5325.

Research output: Contribution to journalArticle

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