Tetrahedron p. 2457 - 2468 (1993)
Update date:2022-08-02
Topics:
Bick, Stefan
Zimmermann, Silke
Meuer, Heike
Sheldrick, William S.
Welzel, Peter
The 8,13-epoxylabdane derivative rac-19 was prepared in eight steps commencing from (E,E)-farnesol (8).Key reactions are the formation of 7 from drimenal (9b) and 6, Sharpless I epoxidation (7->11), epoxy alcohol oxidation (11->16), reductive epoxide cleavage (16->15), peracid epoxidation (15->18), and the trimethylsilyl triflate-mediated conversion of 18 into 19.
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Doi:10.1016/S0040-4039(00)60439-2
(1993)Doi:10.1021/ja00066a037
(1993)Doi:10.1055/s-0037-1610192
(2018)Doi:10.1021/ja01870a029
(1939)Doi:10.1135/cccc19930629
(1993)Doi:10.1021/jo00066a029
(1993)
