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Photochemical synthesis of compounds with grayanotoxin skeleton

โœ Scribed by M. Shiozaki; K. Mori; M. Matsui; T. Hiraoka

Publisher
Elsevier Science
Year
1972
Tongue
French
Weight
157 KB
Volume
13
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Bsoelrad in Japan 29 Ikoeaber 19711 reoeived in UK for publioation 18 January I972) The Grayanotoxins') which are tetracyclic diterpenoids with the perhydroazulene skeleton are well known as the toxic substances obtained from Leucothoe grayana Max. and up until now many related compounds have been iso-lated2). Solvolysis of a steroidal compound was attempted for the synthesis of 3) this hydroazulene skeleton by Okuno and Matsumoto . In the present study we adapted the photochemical rearrangement which was found in Santonin by Barton 4) to the 2-formyldienones 12 and 2' to obtain the grayanotoxin skeleton, (e.g., A-B).

grayano toxin-I * Diterpenoid Total Synthesis-XVIII. Part XVII, K. Mori, K. Saeki, and M.

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