The nucleophilic addition of α-metallated 1,3-dioxanes to planar chiral cationic η3-allylmolybdenum complexes.: Synthesis of (2E,5S,6R,7E)-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester, a key component of the Cryptophycins

被引:26
作者
Cooksey, J
Gunn, A
Kocienski, PJ [1 ]
Kuhl, A
Uppal, S
Christopher, JA
Bell, R
机构
[1] Univ Leeds, Dept Chem, Leeds LS2 9JT, W Yorkshire, England
[2] Univ Glasgow, Dept Chem, Glasgow G12 8QQ, Lanark, Scotland
[3] GlaxoSmithKline Med Res Ctr, Stevenage SG1 2NY, Herts, England
关键词
D O I
10.1039/b400242c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two adjacent stereogenic centres and a pendant alkene were constructed via nucleophilic addition of a 1,3-dioxan-4-ylcopper(I) reagent to a cationic eta(3)-allylmolybdenum complex as part of a synthesis of (2E,5S,6R,7E)-6-methyl-8-phenylocta-2,7-dienoic acid, a key component of the Cryptophycins. Oxidative addition of Mo(CO)(4)(THF)(2) to allyl benzoates provides an efficient synthesis of eta(3)-allylmolybdenum(dicarbonyl) complexes.
引用
收藏
页码:1719 / 1731
页数:13
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