Metallated alpha-alkoxypropargyl and gamma-alkoxyallenyl derivatives: Applications in some aldol reactions towards diterpene synthesis

被引:14
作者
Anies, C [1 ]
Lallemand, JY [1 ]
Pancrazi, A [1 ]
机构
[1] ECOLE POLYTECH,DCSO,CNRS,SYNTH ORGAN LAB,F-91128 PALAISEAU,FRANCE
关键词
D O I
10.1016/0040-4039(96)01186-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The allenyl titanium 11a, prepared using Yamamoto's conditions reacted with different aldehydes 12a-c to produce the anti acetylenic diols 13a-c. In a synthetic approach to erigerol 1 this reaction was applied to the aldehyde 4 and the expected key intermediate 13d was obtained in 40% yield after removal of the THP group. During this study the alpha-alkoxypropargylstannane 14 and the alpha-alkoxyallenylstannane 15 were prepared in good yields alter transmetallation of the corresponding lithio derivatives 5b and 7b by Ti((OPr)-Pr-i)(4) or Et(2)ZnCl. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:5519 / 5522
页数:4
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