有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
タキサンジテルペン類の合成研究
堀口 良昭古川 隆桑嶋 功
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ジャーナル フリー

1992 年 50 巻 6 号 p. 554-562

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The taxane family is one of the most challenging synthetic targets due to their unique carbon skeleton coupled with the highly potent anticancer activities of a congener, taxol. We have developed a powerful methodology based on Lewis acid mediated direct eight-membered-ring cyclization for taxane B ring that offers a general route for natural taxane synthesis. The methodology provides simultaneous solution for the following three of the most difficult problems for taxane synthesis.
1) construction of the highly strained eight-membered B ring
2) stereoselective installation of the C-9 and C-10 oxygen functionalities
3) stereocontrol of the endo conformation.

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