Photoinduced molecular transformations. Part 155. General synthesis of macrocyclic ketones based on a ring expansion involving a selective β-scission of alkoxyl radicals, its application to a new synthesis of (±)-isocaryophyllene and (±)-caryophyllene, and a conformational analysis of the two sesquiterpenes and the radical intermediate in the synthesis by MM3 calculations-Reference-Cited by-同舟云学术

Photoinduced molecular transformations. Part 155. General synthesis of macrocyclic ketones based on a ring expansion involving a selective β-scission of alkoxyl radicals, its application to a new synthesis of (±)-isocaryophyllene and (±)-caryophyllene, and a conformational analysis of the two sesquiterpenes and the radical intermediate in the synthesis by MM3 calculations

Published:1995 Issue:1 Volume: Page:69-81
ISSN:0300-922X
Container-title:J. Chem. Soc., Perkin Trans. 1
language:en
Short-container-title:J. Chem. Soc., Perkin Trans. 1

Author:

Suginome Hiroshi,Kondoh Takahiko,Gogonea Camelia,Singh Vishwakarma,Gotō Hitoshi,Ōsawa Eiji

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/1995/P1/P19950000069

Reference53 articles.

1. Photoinduced molecular transformations. Part 152. Ring expansion based on a sensitized [2 + 2] photoaddition of enol ethers of cyclic ketones with olefins, followed by a β-scission of alkoxyl radicals generated from the resulting cyclobutanols. Two-carbon ring expansion of β-indanone, β-tetralone and β-suberone

2. For a review on synthetic applications of hypohalite photochemistry, see H.Suginome, in Handbook of Organic Photochemistry and Photobiology, ed. P.-S. Song and W. H. Horspool, CRC Press, London, in the press.

3. A simple new general synthesis of macrocyclic ketones: A new entry to the synthesis of exaltone and (±)-muscone

4. Total Synthesis of d,l-Caryophyllene and d,l-Isocaryophyllene

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