Chemical and Pharmaceutical Bulletin p. 308 - 321 (1999)
Update date:2022-08-04
Topics:
Matsushima, Tomohiro
Mori, Michiko
Zheng, Bao-Zhong
Maeda, Hiroshi
Nakajima, Noriyuki
Uenishi, Jun-Ichi
Yonemitsu, Osamu
The C1-C12 part (4) of tedanolide (1) was synthesized starting from methyl (R)-3-hydroxy-2-methylpropionate (11a) via a coupling between the C1- C7 aldehyde (6) and the C8-C11 iodoalkene (7a). For a synthesis of 6, a mismatched but highly efficient Sharpless dihydroxylation of the α,β- unsaturated ester (15) with AD-mix-α was successfully applied. Compound 7a was synthesized using hydrozirconation to the alkyne (32).
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Doi:10.1080/00304949909355722
(1999)Doi:10.1016/S0277-5387(98)00431-8
(1999)Doi:10.1016/j.tetlet.2009.03.139
(2009)Doi:10.1021/om050125i
(2005)Doi:10.1021/ic9814017
(1999)Doi:10.1016/j.tetasy.2003.06.004
(2003)
