期刊
TETRAHEDRON LETTERS
卷 43, 期 50, 页码 9077-9080出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)02311-0
关键词
diastereomer; rose oxide; odor; cyclization; (3R)- and (3S)-citronellol; (3R)- and (3S)-3,7-dimethyl-5,6-octadien-1-ol; Pd-(R)- and (S)-BINAP complexes
Stereo selective synthesis of optically active rose oxide (1) by KHSO4 and Pd-BINAP-catalyzed cyclization of (3R)- and (3S)-3,7-dimethyl-6,7-octadien-1-ol (5) is described. One-pot synthesis of the (3R)- and (3S)-allenyl alcohol 5 from (3R)- and (3S)-citronellol (2) (98% ee) is also described. Furthermore, the odor properties of the four diastereomers of 1 are reported. (C) 2002 Published by Elsevier Science Ltd.
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