Pinacol-type rearrangements of intramolecular photocycloadducts: Application of the 2,2-dimethyl-4-pentenoate protecting group

被引:26
作者
Crimmins, MT [1 ]
Carroll, CA [1 ]
Wells, AJ [1 ]
机构
[1] Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
protecting groups; esters; lactones;
D O I
10.1016/S0040-4039(98)01465-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A pinacol-type rearrangement of intramolecular photocycloadducts has been accomplished by exploiting a novel ester protecting group that can be easily removed from a hindered alcohol. The ester is removed by an intramolecular lactonization, overcoming the steric factors normally associated with pivalate esters. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7005 / 7008
页数:4
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