New Olefinic Cyclizations by Oxymetallation. Conversion of (−)??elemol to (−)??selina??4α, 11??diol (cryptomeridiol) and (−)??guai??1 (10)??ene??4α, 11??diol
W Renold, G Ohloff, T Norin
文献索引：Renold,W. et al. Helvetica Chimica Acta, 1979 , vol. 62, p. 985 - 993
Abstract Acetoxythallation of (−)-elemol acetate (1b) yields a diacetate 2b which after treatment with lithium aluminium hydride gives (−)-guai-1 (10)-ene-4α, 11-diol (2a).(−)- Elemol (1a) is converted to (−)-selina-4α, 11-diol (9, cryptomeridiol) by hydroxymercuration followed by reductive demercuration.(+)-γg-Elemene (5) similarly yields (+)-selin-7 (11)-en- 4α-ol (11, juniper camphor). The stereochemistry and mechanism of these metal salt- ...
