Cyclization of polyenes.: 58.: Synthesis of longithorone B, a sixteen-membered farnesylated p-benzoquinone

被引:19
作者
Kato, T [1 ]
Nagae, K [1 ]
Hoshikawa, M [1 ]
机构
[1] Sci Univ Tokyo, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan
关键词
D O I
10.1016/S0040-4039(99)00049-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The intramolecular coupling reactions at the C-1position of the 10Z-farnesyl moiety appended at the 2'-position of 4'-methoxy phenol derivatives were examined with the aid of Hf(OTf)(4)and LiClO4. When the phenol was protected with a TBDMS group, meta coupling predominated while para coupling occurred efficiently when protected with a pivaloyl group. The para-coupled product was transformed to longithorone B, recently isolated from a tunicate. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1941 / 1944
页数:4
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